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MXPA00004874A - Cosmetic compositions with dibenzylidene sorbitol and functionalized silicones - Google Patents

Cosmetic compositions with dibenzylidene sorbitol and functionalized silicones

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Publication number
MXPA00004874A
MXPA00004874A MXPA/A/2000/004874A MXPA00004874A MXPA00004874A MX PA00004874 A MXPA00004874 A MX PA00004874A MX PA00004874 A MXPA00004874 A MX PA00004874A MX PA00004874 A MXPA00004874 A MX PA00004874A
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Mexico
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group
cosmetic composition
clause
aluminum
silicone
Prior art date
Application number
MXPA/A/2000/004874A
Other languages
Spanish (es)
Inventor
Adriana Urrutia
Joseph J Albanese
Robert J Bianchini
Steven L Fantano
Original Assignee
Colgatepalmolive Company
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Application filed by Colgatepalmolive Company filed Critical Colgatepalmolive Company
Publication of MXPA00004874A publication Critical patent/MXPA00004874A/en

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Abstract

The invention comprises a cosmetic composition which is a translucent to clear stick having low tack. The cosmetic sticks are formed by combining (a) from 5.0-50.0 weight percent of a silicone fluid phase which comprises at least one hydroxy functionalized silicone fluid, at least one stabilizing agent and, optionally at least one additional silicone material;(b) from 40-95 weight percent of a gellant/solvent phase which comprises a mixture of dibenzylidene sorbitol and at least one solvent such as a polyhydric alcohol (for example, propylene glycol);and (c) an effective amount of at least one active ingredient.

Description

COSMETIC COMPOSITIONS WITH DIBENCILIDENE SORBITOL AND FUNCTIONALIZED SILICONES This invention relates to cosmetic compositions in the form of solid bars which are based on the use of dibenzylidene sorbitol as a bar gellant, especially propylene glycol-based bars, in combination with a functionalized silicone fluid whereby it is provided a significant reduction in tack. The cosmetic compositions of the invention can be used to formulate deodorant and / or antiperspirant sticks, especially those which are translucent or clear in appearance.
BACKGROUND OF THE INVENTION Dibenzylidene sorbitol (also called dibenzaldehyde monosorbitol acetal, or dibenzyl monosorbitol acetal or dibenzylidene monosorbitol acetal) and derivatives thereof such as those which are substituted on one or both of the aromatic rings with a fluoro methoxy group and those which have the sorbitol part replaced with other reducing sugars such as xylitol or ribitol as described in U.S. Patent No. 5,609,855 assigned to The Procter & Gamble (collectively referred to as dibenzylidene sorbitol or "DBS") can be used in various food and cosmetic applications. For cosmetic uses, the most interesting are those focused on obtaining a translucent or clear product. Even when the dibenzylidene sorbitol is stable in an alkaline or neutral medium, such compounds are not stable in an acidic medium. In an acidic environment, such as in the presence of acidic antiperspirant materials, and when in the presence of even small amounts of water the dibenzylidene sorbitol deteriorates and breaks down. Also the use of dibenzylidene sorbitol sometimes causes problems in the aesthetics of cosmetic products or problems with structural properties. Therefore, there is a need to find a way to form products containing dibenzylidene sorbitol which are stable and which aesthetically acceptable.
The use of dibenzylidene sorbitol requires the use of polyhydric alcohols such as propylene glycol as a solvent if a transparent and clear product is desired. The higher propylene glycol content when combined with aluminum salts which are included in the antiperspirant compositions for wetting control, contribute to an undesirable stickiness or a sticky feel for these products when applied to the armpit reaction of the body. The clear antiperspirant bars of dibenzylidene sorbitol were first formulated in the late 1970s. There have been continued technical efforts to reduce negative sensory attributes. Some of these efforts have focused on alternative solvents to replace a part of the propylene glycol with organic esters known in the art as emollients. This creates an additional problem since many of these emollients are either unsafe for personal care products or do not achieve acceptable aesthetics.
For the formulation of personal care products the incorporation of silicone fluids is known in the art. Silicone fluids such as cyclosiloxanes (for example from DOW CORNING® fluids 244 and 245) are used in some major commercial products. Silicone fluids are used due to their low tack, superior gloss and superior skin feel properties. However, silicone fluids are difficult to introduce into dibenzylidene sorbitol-based cosmetic stick products such as antiperspirants because these are not good solvents for dibenzylidene sorbitol and are not readily compatible with propylene glycol and many organic esters or emollients.
Some efforts have been made on each of these fronts as described as follows. For example, some efforts have focused on the stability of dibenzylidene sorbitol. In the United Kingdom patent GB 2 280 111 assigned to Union Camp Corporation, it describes a gel stick composition comprising a dihydric alcohol as a primary solvent, a cosolvent such as a lower molecular weight polyethylene glycol, water and / or glycerin, a buffering agent and sorbitol of dibenzylidene as a gelation agent.
U.S. Patent No. 4,720,381 issued to Schamper and others notes stability problems with this approach and in itself describes the use of solvents having fewer hydroxy reactive alcohol groups with selected chain lengths in the sorbitol compositions of dibenzylidene U.S. Patent No. 4,816,261 issued to Luebbe et al. Describes stable deodorant gel stick compositions comprising dibenzylidene sorbitol with a polar solvent and a coupling agent such as propylene glycol esters of fatty alcohols.
U.S. Patent No. 4,822,602 issued to Sabatelli teaches the use of dimethicone copolyols and volatile silicones in sorbitol-based bars of dibenzylidene.
The publication of patent cooperation treaty WO 96/26709 assigned to Gillette describes antiperspirant bars based on dibenzylidene sorbitol with hydroxypropyl cellulose, dimethicone copolyol and EDTA.
U.S. Patent No. 5,405,605 issued to Shin teaches essentially anhydrous antiperspirant bars essentially free of monohydroxy lower alcohol and which contains monosorbitol dibenzylidene with compounds containing weak basic organic nitrogen as a stabilizing agent.
The patent of the United States of America number 4,518,582 issued to Schamper et al. Describes an antiperspirant stick composition containing a monosorbitol dibenzyl acetal in the presence of active antiperspirant salts whose composition is stable for extended periods at elevated temperatures. The composition contains at least one reactive solvent (such as water, methanol, ethanol, propanol, ethylene glycol, 1,2-propanol glycol, 1,3-propylene glycol, etc.). The dibenzyl monosorbitol acetal, an active antiperspirant compound, and a gel stabilizer such as magnesium sulfate, zinc acetate and mixtures thereof. This patent discloses that the stabilizer prevents or retards deterioration of the gelled sticks especially when exposed to high temperatures.
Another patent discloses stabilizers for solid gel antiperspirant sticks containing an acidic active antiperspirant compound in the presence of a dibenzyl monosorbitol acetate is U.S. Patent No. 4,719,102 to Randhawa et al. This patent discloses that the bars include a solvent which is a small polar organic compound such as cyclic esters, amides, amines, ketones, ureas, carbonates, sulfoxides sulfones and their open chain analogues; a cosolvent such as alcohols of primary or low molecular weight and / or glycols; acetal monosorbitol dibenzyl; active antiperspirant compound, and a gel stabilizer such as fatty acid amides (Cg-C ^) N- (2-hydroxyethyl), magnesium sulfate, zinc acetate, acetamide monoethanol amine and hexamethylenetetramine and mixtures thereof.
The United States of America patent number 4,722,835 issued to Schamper et al. Also discloses gel-coated antiperspirant gel compositions co dibenzyl monosorbitol acetal and containing an acidic antiperspirant compound, and also contain a stabilized gel. This patent teaches that the compositions include a solvent which is a small polar organic compound, as discussed previously in connection with U.S. Patent No. 4,719,102; acetal dibenzyl monosorbitol; an active antiperspirant compound; and a gel stabilizer such as zinc oxide, calcium acetate, magnesium oxide, magnesium carbonate, calcium hydroxide, magnesium carbonate, sodium carbonate, zinc carbonate potassium carbonate. This patent discloses that basic metallic gel stabilizers can stabilize the gel even at high temperatures.
U.S. Patent No. 5,490,979 issued to Kasat et al. Discloses a clear DBS bar comprising guanidine carbonate as the buffer and which is made by a single processing method.
Other patent documents also disclose antiperspirant sticks gelled with a dibenzylidene sorbitol and include stabilizers for the gel.
European patent application No. 451.002 A describes a transparent, gelled antiperspirant composition, free of essentially lower and essentially anhydrous monohydric alcohol gelled by dibenzylidene monosorbitol acetal, containing acidic antiperspirant, using dihydric alcohols containing from 3 to 6 carbon atoms as the solvents with the acetal being stabilized against hydrolysis and the benzaldehyde formula by the presence of a stabilizing amount of a selected organic base, the organic base being an organic compound containing weakly basic nitrogen.
European Patent Application No. 512,770 A1 discloses an essentially lower aliphatic monohydroxy alcohol free essentially anhydrous gel composition with dibenzylidene monosorbitol acetal and containing acidic antiperspirant compounds and using aliphatic dihydroxy alcohols containing 3-6 carbon atoms as solvents, wherein the monosorbitol dibenzylidene acetal gelation agent is stabilized against hydrolysis and benzaldehyde formation by the presence of a stabilizing amount of a selected inorganic base, the inorganic base includes alkali metal alkali and alkali oxides, hydroxides, carbonates or bicarbonates, and trivalent metal hydroxides.
The patent of cooperation treaty number WO 92/19221 discloses solid antiperspirant compositions in the form of a gel stick having an acidic pH, and including (1) an active antiperspirant; (2) a gelation agent selected from the group consisting of substituted and unsubstituted dibenzylidene alditols; (3) a solvent for the gelation agent, preferably and including a solvent material selected from the group consisting of monohydric and polyhydric alcohols, and mixtures thereof; and (4) a stabilizer of gelation agent, the stabilizer being a basic metal salt of an acid having a pKa of from about 3.8 to about 6.5 to 25 degrees centigrade, the salt being at least partially soluble in the composition and being selected from the group consisting of C4-C6 dicarboxylate salts, C6-C8 monocarboxylate salts, and substituted or substituted benzoate salts, and mixtures thereof, the gelation agent stabilizer does not contain amino or amido functionalities. This patent document teaches that for translucent clear bars, the gelation agent stabilizer present in the composition must be completely soluble in the composition in order to minimize refraction of light.
The above patent documents also describe methods for forming the described antiperspirant barr compositions containing the antiperspirant material and the gelation agent. In particular, it draws attention to United States Patent Nos. 4,719,102 and 4,722,835. Each of these patents describes processes for forming the stick compositions which include dissolving the antiperspirant active in one phase and the monosorbitol dibenzyl acetal in another phase. The phases are then combined and poured into a mold or final package. The other components are added to any of the two phases depending on the compatibility of the component with the phases. More phases can be used if desired, by forming a separate solution of some of the components, with the separate phases then being added to any of the two main phases; All phases can be poured together at the end and, for example, with a multiple stream filling head or in a line mixer.
The patent cooperation treaty number WO 92/19221 describes a process for forming an antiperspirant gel stick which includes preparing a solution containing the gelation agent as a solvent for the gelation agent, and the stabilizer of the gelation; mix an active antiperspirant in such a solution; and cooling the solution to form a gel.
There have also been efforts to develop DBS compositions to improve aesthetic and / or mechanical properties while not sacrificing stability.
U.S. Patent No. 4,346,097 issued to Roehl discloses a translucent and solid gelled antiperspirant composition comprising DBS with the oleaginous compound (such as selected siloxanes, esters selected with an aliphatic character and branched chain hydrocarbons) to reduce the stickiness The patent cooperation treaty publication number 96/26709 of Vu et al. Discloses a clear gel cosmetic stick that includes a liquid carrier, an antiperspirant sap dissolved in the liquid carrier, DBS and one both of hydroxypropyl cellulose and a chelating agent. L hydroxypropyl cellulose maintains the hardness of the bar.
U.S. Patent No. 4,863,721 to Beck et al. Describes the use of cellulose ether polymers in particles such as hydroxyethyl cellulose and antiperspirant compositions which are essentially free of polar solvents.
European patent 0 260 030 Bl assigned to Unileve N.V. discloses a transparent deodorant bar containing DB and a thickening agent such as chemically modified cellulose, polyacrylic acid, and / or polyacrylic acid copolymers mixtures of the foregoing.
Other references of interest include U.S. Patent No. 4,472,835 issued to Schamper and others; Zombeck A., "Novel Formulas Based on Non-Aqueous Emulsions of Polyols in Silicones" (document presented at the 9th IFSCC Congress, Sydney, October 22-25, 1996); and Schamper T. and others in the book "Gelty Clear Antiperspirant Systems of Sorbitol Dibenzylidene Stable in Acid", Journal of the Society of Cosmetics and Chemicals volume 37, pages 225-231 (July / August 1986); Smith, J. M., et al., Journal of Chemical Materials 5 (11) 1899-1903 (1995).
There continue to be efforts to formulate improved cosmetic compositions especially bars that have a translucent to clear appearance and which have aesthetically acceptable properties. U.S. Patent No. 5,500,209 issued to Ross and another discloses a gel or stick composition for the reduction of body odor by using a polyamide gelation agent. This composition is stated to have good stability and to be capable of Provide a clear antiperspirant deodorant product with good structural integrity.
The United States of America patent number ,603,925 issued to Ross et al. Teaches the use of a polyamide d gelation agent in an antiperspirant product. The composition uses a solvent-free glycol system to reduce stickiness problems and achieve more acceptable properties U.S. Patent No. 4,440,742 issued to Marchner describes a stable, cosmetic deodorant without the use of bacteriostats and comprises polyhydric alcohol (such as propylene glycol) solidified by a fatty acid soap and containing from 0.1- 70% d alkali metal bicarbonate.
U.S. Patent No. 4,822,602 to Sabatelli discloses cosmetic compositions such as deodorant and antiperspirant sticks comprising (a) a water soluble active; (b) Dimethicone copolyol; (c) volatile silicone oils; (d) propylene glycol; (e) C2-C4 monohydric alcohol; (f) water; (g) solidifying agent (such as soap-type gel-forming agents and DBS) and (h) a coupling agent such as C6-C22 fatty alcohols and propylene glycol ethers of C4-C22 fatty alcohols.
U.S. Patent No. 4,725,430 teaches a clear or translucent cosmetic stick containing an acidic material (such as antiperspirant salts) and a reactive solvent (e.g., various propylene glycols) using DBS as the gelation agent and an N- (2-hydroxyethyl) acetamide as the stabilizing agent.
U.S. Patent No. 5,302,382 issued to Kasprzak discloses a method for making emulsified and stable personal care products which includes the steps of (i) forming an anhydrous silicone mixture having a silicone or rubber oil. silicone with two silicone oxyalkylene copolymers; (ii) forming a pre-emulsified water-based personal care product; and (iii) adding the anhydrous silicon mixture directly to the premulified personal care product without additional emulsification U.S. Patent No. 5,449,519 issued to Wolf et al. Describes a cosmetically acceptable composition with keratolytic activity whose composition includes a carrier molecule having at least one amino or hydroxyl group.
U.S. Patent No. 5,531,986 to Shevada et al. Describes a low residue antiperspirant solid bar containing non-volatile and volatile active antiperspirant silicone materials, dimethicone copolyol and high melting point and low melt point waxes. .
However, there is still a need to develop preferably clear, translucent cosmetic products which provide reduced tackiness in a DBS product. It is therefore an object of the present invention to provide a cosmetic composition comprising DBS and which provides reduced tack when applied to the skin. It is a further object of the invention to provide cosmetic compositions DBS which can be used to form deodorants and / or antiperspirants which are translucent to clear. It is still another object of the invention to provide cosmetic compositions that improve the compatibility of DBS in propylene glycol systems which also contain silicone fluids. These and other objects of the invention will be apparent from the following description of the invention.
Synthesis of the Invention The invention comprises a cosmetic composition which is a translucent to clear bar having a low tack. The cosmetic bars are formed by combining the components described below to form a two-phase system. These components in percent by weight based on the total weight of the compositions are: (a) from 5.0-50.0 percent by weight of the silicone fluid phase (as the first or internal phase) which comprises at least one silicone fluid functionalized with hydroxy, at least one stabilizing agent and optionally minus one additional silicone material; (b) from 40-95 weight percent of a solvent / gellant phase (such as the second or external phase) comprising a mixture of dibenzylidene sorbitol and at least one solvent such as polyhydric alcohol (e.g. propylene glycol) ); (c) an effective amount of at least one active ingredient; Y (d) optionally one or more members selected from the group consisting of emollients, fragrances, coloring agents, etc., wherein the materials listed in parts (c) and (d) may be part of either of the phases described in part (a) or in part (b).
Brief Description of the Drawings Figure 1 shows data from the forearm flexion test made with a sample of antiperspirant from Example 5 formulated with DBS and silanol (lines with circles) and a commercial deodorant product formulated with sorbitol of dibenzylidene but without silanol (line with squares). The sticky profile shows that the formula of Example 5 is 5-10% less sticky than a commercial deodorant stick which does not contain antiperspirant. This is significant because the addition of an antiperspirant salt creates increased problems with stickiness. The ability of an antiperspirant formula to function well or better than a deodorant stick which does not contain an antiperspirant salt is a significant development.
Figure 2 shows the data of a forearm flexion test made with an antiperspirant sample of Example 5 formulated with dibenzylidene sorbitol (line co circles) compared to a commercially available and clear antiperspirant stick formulated with sorbitol d-dibenzylidene but without silanol (line with squares). The stickiness profile of the formula of Example 5 is significantly less sticky (on the order of 65-70 less) than the commercial product. This result demonstrates superiority in the present invention.
Detailed description of the invention The compositions of this invention are made by combining the components described above in a two-phase system to form a cosmetic composition and bar. The first phase is the silicone fluid phase comprises at least one silicone fluid functionalized with hydroxy and at least one stabilizing agent. The compounds of the formula I are described as follows and can be used with or without additional silicone fluids. Suitable functionalized silicone fluids are hydrox-functional fluids with the general structure of formula I: (R ^ Sa-O ^ -CR Si-O ^ -ÍCHOR ^ -Si-O ^ e Formula I wherein each of R, R and R3 may be similar or different and each is independently selected from the group consisting of C1-C4 straight chain alkyls (especially methyl): a is a number in the range of 0-10, with the particular values of "a" being 0 for linear compounds and 1-10 for branched compounds (for example 6-8); b is a number in the range of 0-10,000 co values of "b" being 4-6,000; c is a number in the range of 1-10, with particular values of "c" being 2 when the compound is linear at least 3 when there is branching; provided that a and b n can both be equal to zero at the same time. It is recognized that a, b and c are average values (including full numbers fractions) and mixtures of compounds with several values for a, b, c, R1, R2 and R3 can also be used.
Examples of the compounds of Formula I include: (a) linear polydimethylsiloxanediols where a = 0, b = 4-6,000 (for example, an average value of 4-40 O 6,000); (b) the linear polyethylene diaxanediols wherein a = 0, b = 4-1,000 and c = 2; (c) multifunctional branched siloxanes where a = 1-2, b = 0-1,000, and c = 3-4; (d) the linear polydimethylsiloxanediols wherein a = 0, b = 40 and c = 2; (e) multifunctional branched siloxanes where a = 1, b = 16, and c = 3; (f) multifunctional branched siloxanes where a = 1-2, b = 10-1,000, and c = 3-4; (g) mixtures of the particular compounds described in parts (a) - (f), for example mixtures wherein the average structure of the mixture described by a = 0.1, b = 4-6,000, and c = 2-7; Y (h) two component mixtures of the particular compounds described in parts (a) - (f) wherein one component is 0.1-99.9% of the composition and the other component is the remainder at 100%.
For each of the groups listed as (a) - (f) given above, the particular examples of the compounds are when each of the R groups is selected to be methyl. Also, for any of groups (a) - (g), additional silicone fluids such as dimethicone may be added, for example, in amounts of 9.1-90% functionalized silicone and 10-99.9% fluid or fluids of sylicon.
A particular group of compounds of the formula I are linear silanols of the formula IA especially when b = 40: HO- (R3) 2Si-0 - ((R2) 2Si-0) b-Si- (R3) 2OH Formula IA Some of the compounds of the formula IA can be purchased commercially. For methods for making other compounds of this invention suitable descriptions of the methods can be found in the literature for example in U.S. Patent No. 5,302,382 issued to Dow Corning; U.S. Patent No. 3,441,537 issued to Stauffer Chemical Company; and that of Noli W., of Silicone Chemistry and Technology (Academic Press Inc., Orlando, Florida 1968) especially on pages 190-196 and 239-245, all of which are incorporated herein by reference.
Although the hydroxy functionalized silicones described above are preferably selected to have a viscosity that does not require additional silicone materials (for example having a viscosity in the range d up to 60,000 centistokes (cst)), it is possible to use compositions which are a a mixture of hydroxy functionalized silicones having higher viscosities such as those having a high viscosity dimethiconol (> 500,000 centistokes) in dimethicone wherein the dimethicone has a viscosity in the range of 5-350 centistokes (e.g., DOW CORNING®) 1403 Fluid).
For high viscosity functionalized silicones (for example silicone gums), and for the purposes of ease of handling and processing, these materials are generally provided as mixtures with other low viscosity volatile or nonvolatile silicas, such as the CYCLONETIC ? A, or a non-volatile linear silicone fluid having a viscosity of about 5 to 350 centistokes. Such dimethyl silicone polymers terminated with hydroxyl groups have been assigned to I? CI named "DIMETICO? OL" from The Cosmetics, Toiletries and Fragrance Association, Inc., of Washington, D.C.
(CTFA). Mixtures of such silicone gums with a cyclic silicone of low volatile viscosity have been assigned to the name I? CI "CICLOMETICO? A (y) DIMETICO? OL" by the CTFA. Other mixtures of such silicone gums with linear non-volatile low viscosity silicone have been assigned to the INCI name "DIMETHICONE (and) DIMETHYCONOL" by the CTFA. The DIMETICONOL content of such mixtures is typically in the range of about 12 to 14 percent by weight, and the blend viscosity can vary from 500 to about 20,000 centistokes, generally in the range of about 4,000 to 5,000 centistokes.
Other volatile low viscosity methylsilicone fluids are described in U.S. Patent No. 5,302,382 issued to Kasprzak, and incorporated herein by reference. Examples of methylsilicone fluids having viscosities less than about 100 centistoq are measured at 20 degrees centigrade, preferably less than about 5 centistokes and also methylsilicone fluids have a viscosity in the range of 1-350 centistokes are described.
One group of methylsilicone fluids is the low viscosity volatile methylsilicone fluid containing dimethylsiloxane units and, optionally, trimethylsiloxane units. Representative compounds are cyclo-polysiloxanes of the formula [(CH3) 2SiO]? and the linear short chain siloxane compounds of the formula (CH3) 3SiO [(CH3) 2SiO] and Si (CH3) 3, in which x is an integer having a value of from three to ten (especially 4-6) ey is an integer that has a value from zero to about four.
The cyclo-polysiloxanes have been assigned to the name INC "CICLOMETICONA" by The Cosmetics Toiletries and Fragrance Association, Inc., of Washington, D.C. (CTFA).
The silicone fluid phase can also, optionally, include other silicone materials even when the purpose is for reasons other than viscosity modification. The particular silicone fluids are selected so that a stable silicone / glycol suspension is formed when the two phases are blended together. Such materials may include, for example, other silicone fluids such as polydimethylsiloxanes, polydiethylsiloxanes, and polymethylethylsiloxanes having a viscosity in excess of 350 centistokes and up to 2,500,000 centistokes preferably 350-10,000 centistokes. Additional examples include cetyl dimethicone copolyol, dimethicone copolyol (such as DOW CORNING® 2501, Q2-5220 and 5324 products); a mixture of cyclomethicone and dimethiconol (such as the product DOW CORNING® 1401); a mixture of dimethicone and dimethiconol (such as the product DOW CORNING® 1403); cetyl dimethicone (product DOW CORNING® 2502); and dimethicone stearyl (product DOW CORNING® 2503).
A stabilizing agent is also included in the silicone phase. The stabilizing agent can be selected from various types of groups. One such group is that of polyether-silicone surfactants having a hydrophilic / lipophilic balance ("HLB" value) compatible with the solvent and silicone phase, particularly to form a stick composition. For example if the polypropylene glycol is used as the solvent a polyether surfactant with a hydrophilic / lipophilic balancing value of 1-10 is preferred (eg, DOW CORNING® 3225 C formulation aid (HLB = 1.7) and DOW CORNING® surfactant. 190 (hydrophilic / lipophilic balance 5)). If tri and / or tetrapropylene glycol is used as the solvent, a polyether surfactant with a hydrophilic / lipophilic balancing value in the range of 5-10 is preferred. For example, a cosmetic composition can be formulated wherein the stabilizing agent is a member of the group consisting of polyether-silicone surfactants having a hydrophilic / lipophilic balance in the range of 1-10, and the solvent comprises more than 50% by weight of propylene glycol, dipropylene glycol, tripropylene glycol or tetrapropylene glycol.
A particular siloxane polyether has the following formula II: (Ra) 3-SiO - [(Ra) 2-SiO] x- [Si (Ra) (Rb-0- (C2H40) p- (C3H60) sRc) 0] y-Si (Ra) 3 Formula II wherein Ra is an alkyl group of one to six carbon atoms; Rb is the radical -CmH2m-; Rc is a terminating radical which may be hydrogen, an alkyl group of one to six carbon atoms, an ester group such as acyl or an aryl group such as phenyl; m has a value of two to eight; p and s have values such that the oxyalkylene segment - (C2H40) p- (C3H60) s- has a molecular weight in the range of 200 to 5,000; the segment preferably has fifty to one hundred mole percent of ethylene oxide units - (C2H40) p- and one to fifty mole percent oxypropylene units - (C3H60) s-; x has a value of 8 to 400; and y has a value of 2 to 40. Preferably Ra is a methyl group, Rc is H: preferably three or four, whereby the group Rb is more preferably the radical - (CH2) 3-; and the values of p and s are such as to provide a molecular weight of the oxyalkylene segment _ (C2H40) p- (C ^ O) s- of between about 1,000 to 3,000. More preferably p and s must each have a value of about 18 to 28.
A second siloxane polyether has the formula III (Ra) 3-SiO - [(Ra) 2-SiO] x- [Si (Ra) (Rb-0- (C2H40) p-Rc) 0] y-Si- (Ra) 3 Formula III wherein Ra is an alkyl group of one to six carbon atoms; Rb is the radical -CmH2m-; Rc is a radical radical which may be hydrogen, an alkyl group of one to six carbon atoms, an ester group such as acyl, or an aryl group such as phenyl; m has a value of two to eight; p has a value of 6 to 16; x has a value of 6 to 100 e and has a value of 1 to 20.
It should be understood that in both formulas II and III above, that the siloxane-oxyalkylene copolymers of the present invention can, in alternate embodiments, take the form of end block polyethers in which the linking groups Rb, the ring segments, oxyalkylene, and the terminating radical Rc occupy positions attached to the ends of the siloxane chain, rather than being attached to a silicon atom in the siloxane chain. Therefore, one or more substituents of Ra which are attached to the two terminal silicon atoms at the end of the siloxane chain can be substituted with the segment -Rb-0- (C2H40) p- (C3H60) S-Rc or with the segment -Rb-0- (C2H40) p-Rc. In some cases, it may be desirable to provide the segment -Rb-0- (C2H40) p- (C3H60) S-Rc or the segment -Rb-0- (C2H40) p-Rc at the places which are in the chain of siloxane as well as in places on one or both of the ends of the siloxane chain.
Mixtures of silicone polyethers can also be used. Such mixtures include components which in themselves fulfill the hydrophilic / lipophilic balance criteria described above or which, in combination, fulfill the hydrophilic / lipophilic balance criteria described above.
In a particular embodiment the silicone fluid phase comprises at least a part of the silicone polyether surfactant to stabilize the cosmetic composition when it contains an antiperspirant active material. In antiperspirant compositions the polyether component is preferably used in an amount of 1.0-25.0 percent by weight. These silicone polyethers can be added to the silicone fluid phase before mixing the first and second phases or the polyether can be added to the combined mixture at the end of the process during the cooling cycle. Examples of suitable silicone polyethers include the DOW CORNING® 190 surfactant (hydrophilic / lipophilic balance of 5.6), the DOW CORNING® 193 surfactant (hydrophilic / lipophilic balance of 12-12.45), the DOW CORNING® 2501 cosmetic wax (balance hydrophilic / lipophilic of 19.0), DOW CORNING® 5200 (hydrophilic / lipophilic balance of 6.83), DOW CORNING® 5324 (hydrophilic / lipophilic balance of 5.0), DOW CORNING® 3225 C formula of relief and DOW CORNING® 5220 (hydrophilic / lipophilic balance of 71.7).
The stabilizing agent can also be a high refractive index modifier (greater than 1.4325), for example a member selected from the group consisting of isopropyl myristate, isopropyl palmitate, mineral oil, oleyl alcohol sorbitol, glycerol, octyl salicylate, octyl methoxycinnamate; phenyl siloxanes of the formula IV: (R5) 3SI-0 - [(R6) 2Si-0] -Yes (R7) Formula IV wherein R5, R6 and R7 are each independently selected from methyl and phenyl, and p is a number in the range of 0-10 (for example trimethylphenylsiloxanes such as DOW CORNING® 556 fluid) and polydiphenylsiloxanes, for example, tetramethyl tetraphenyl trisiloxane such as DOW CORNING® 704 fluid and trimethyl pentaphenyl trisiloxane such as DOW CORNING® 705 fluid.
Another stabilizing agent is a member selected from the group consisting of alkyl galactomannose (for example N-Hance® AG 50 and N-Hance® G 200 from Hercules, Inc., of Aqualon Division, of Wilmington, Delaware).
The second phase is the solvent / gelant phase. This phase is done by combining: (a) 0.5 - 4.0 percent by weight of dibenzylidene sorbitol (based on the percent by total weight of the composition); . (b) of 0.1-1.1 percent by weight of a cogenerant or structural integrity enhancer selected from the group consisting of hydroxypropyl cellulose, thickeners, alkyl ester (eg, pentaerythrityl tetrastearate PEG-15 called CROTHIX®) from Croda Chemicals, of Parsippany, New Jersey) fumed silica (e.g. Cab-O-Sil®, from Cabot, Flemington, D New Jersey; Aerosil® from DeGussa, Ridgefield Park, New Jersey) waxes such as alkyl methyl siloxanes (e.g. AMS-3 (C30-C45 alkyl methicone available from DOW CORNING CORPORATION of Midland, Michigan) selected from guars such as guar C3-C4 hydroxy alkyl having a hydroxyalkylation level d molar substitution of 0.4-1.5 as described in US Pat. 'copendiente filed on the same date with the same incorporated herein by reference, entitled "Clear Antiperspirant Barr With Dibenzylidene Sorbitol and Guar and Proces to Do the Same" for which the serial number and the reference of the matter have not yet been assigned. of lawyer number 594 is the one that has been given to him. A particularly preferred combination is 0.05% - 1.0% of CROTHIX in combination with 1.0% 0.5% of PPG-5 Ceteth-20 and a suitable base such as 0.1% - 1.0 of guanidine carbonate. The hydroxypropyl cellulose can be used in an amount of 0.2% - 1.0% by weight based on the total weight of the composition. (c) 0.1-80 weight percent of a solvent selected from the group consisting of polyhydric alcohols, for example, propylene glycol, dipropylene glycol, tripropylene glycol and tetrapropylene glycol, PPG-10 butane diol, 1,3-butane diol, PEG-6, PPG-425 , including up to 50 percent of other solvents selected from propylene carbonate, diisopropyl sebacate, methyl pylorridone, and ethyl alcohol.
The third component used to make the compositions of the invention is at least one cosmetically active ingredient selected, for example, from the group consisting of antiperspirant salts, sunscreens, bacteriostats, fragrances and insect repellents.
Various antiperspirant active materials that can be used according to the present invention include conventional aluminum and aluminum / zirconium salts, as well as aluminum / sirconium salts complexed with a neutral amino acid such as glycine, as is known in the art. See European Patent No. 512,770 Al and PCT No. W092 / 19221, the contents of which are incorporated herein by reference in their entirety by the description of antiperspirant active materials. The antiperspirant active materials described herein include the acidic antiperspirant materials, which may be incorporated into the compositions of the present invention. Suitable materials include (but are not limited to) aluminum chlorohydroxide, aluminum chloride, aluminum sisquichlorohydroxide, zirconyl hydroxychloride, and the propylene glycol-chlorohydrol aluminum complex. These include, by way of example (and not of a limiting nature), aluminum chlorohydrate, aluminum chloride, aluminum sesquichlorohydrate, zirconyl hydroxychloride, zirconium-aluminum glycine complex (for example a zirconium trichlorohydrex aluminum gly, pentachlorohydrex zirconium aluminum gly, tetrachlorohydrex zirconium aluminum gly, and octachlorohydrex zirconium aluminum gly), chlorohydrex aluminum PG, chlorohydrex aluminum PEG, aluminum dichlorohydrex PG, and aluminum dichlorohydrex PEG. Aluminum-containing materials can commonly be referred to as antiperspirant active aluminum salts. Generally, the foregoing antiperspirant metal active materials are antiperspirant active metal salts. In the incorporations which are antiperspirant compositions according to the present invention, such compositions do not require including metal salts containing aluminum, and may include other antiperspirant active materials, including other antiperspirant active metal salts. Generally, the category I of active antiperspirant ingredients listed in the monograph on the administration of food and drugs on antiperspirant drugs for human use of sale on the shelf can be used. In addition, any new drugs, not listed in the monograph, such as aluminum nitrate hydrostate and its combination with zirconyl hydroxychlorides and nitrates, or stannous-aluminum chlorohydrates, can be incorporated as an active antiperspirant ingredient in antiperspirant compositions. according to the present invention. Preferred antiperspirant actives can be incorporated into the compositions of the present invention and include the increased efficacy aluminum salts and the aluminum / zirconium glycine-salt materials which have increased efficacy due to the improved molecular distribution known in the art. discussed, for example, in the patent of the patent cooperation treaty number W092 / 19221, the contents of which are hereby incorporated by reference in their entirety.
The amount of the antiperspirant active material incorporated in the stick composition of the present invention is preferably an antiperspirant effective amount; this is an amount to reduce the flow of perspiration from the place (for example the axillary region of a human) to which the antiperspirant is applied. For the deodorant products a level of from 0.5-20%, more particularly from 0.5-5.0% by weight based on the complete weight of the composition is used. For an antiperspirant product an amount of 5.0 -25%, particularly of 5-20%, still more particularly of 7 -15%, and especially of 7-12% by weight based on the total weight of the composition can be used. The amount of antiperspirant material used will depend on the effectiveness of the specific antiperspirant material, as well as the maximum amount which prevents a reduction in the clarity of the final product.
For embodiments of the invention which contain an antiperspirant (either at a level termed "deodorant" or at a level termed "antiperspirant") it is preferred that a stabilizing agent be included. Examples of suitable stabilizing agents include cosmetically acceptable alkali metal salts, bases,. amine and other nitrogen-containing compounds, particularly carbonate guanidine (described in U.S. Patent No. 5,490,979).
Examples of suitable sunscreens include aminobenzoic acid, octyl methoxycinnamate, octyl salicylate, oxybenzoate and cosmetically acceptable ultraviolet light absorbers for example as listed in the CTFA Cosmetic Ingredient Manual on page 98.
Suitable insect repellants include N, N-diethyl-m-toluamide ("DEET") and citronella.
Known bacteriostats include the bacteriostatic quaternary ammonium compounds such as 2-amino-2-methyl-1-propanol (AMP), the cetyltrimethylammonium bromide, the cetyl pyridinium chloride, 2,4,4'-trichloro-2 ' -hydroxydiphenylether (Triclosan), N- (4-chlorophenyl) -N '- (3, 4-dichlorophenyl) urea (Triclocarban) and various zinc salts (for example zinc ricinoleate). The bacteriostat can, illustratively, be included in the composition in an amount of 0.1-1.0% by weight of the total weight of the composition. Triclosan can be illustratively included in an amount from 0.1% to about 0.5% by weight of the total weight of the composition.
The fourth component used to make the compositions of the invention is the remainder and a part comprising one or more of the following optional ingredients: emollients, fragrances, coloring agents and ingredients having a refractive index of less than 1.4325 such as water, stanol, where the materials listed in this fourth component can become part of either the silicone phase or the solvent / gelant phase.
The emollients can be selected from the group consisting of emollient oils such as a liquid mixture of hydrocarbons which are liquid at ambient temperatures (such as petroleum distillates and light mineral oils), mineral oil, peanut oil, oil of sesame, avocado oil, coconut oil, cocoa butter, almond oil, safflower oil, corn oil, cottonseed oil, castor oil, olive oil, jojoba oil, paraffin oil, bacalado liver oil, palm oil, soybean oil, wheat germ oil, flaxseed oil, and sunflower seed oil; esters of fatty acids such as isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl isostearate, butyl stearate, octyl stearate, hexyl laurate, cetyl stearate, diisopropyl adipate, isodecyl oleate, diisopropyl sebacate , isostearyl lactate and lauryl lactate; fatty acids such as lauric, mniristic, palmitic, stearic, oleic, linoleic, and behenic acids; fatty alcohols such as lauryl, myristyl, cetyl, isocetyl, stearyl, isostearyl, ricinoleyl oleyl, erucyl and 2-octyl dodecanol, alcohols; 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, of Edison, New Jersey; and hydrocarbons such as petrolatum and squalene.
Any of the components such as liquid esters and silicone fluids, the materials characterized by their refractive indexes, especially the silicone fluids described above can be selected to increase clarity and light transmission as assessed by the measurements of the transmission of light. One such device is a turbodimeter such as the Model 965-10A digital direct reading turbodimeter from Orbeco Analytical Systems, Inc., of Farmingdale, New York, with the use of test protocols performed such as that of ASTM D 5180-93. entitled "Standard Test Method for Quantitative Test for Turbidity in Clear Liquids"; ASTM D 1889-94 entitled "Standard Test Method for Water Turbidity"; and selected methods of "Standard Methods for the Aqua and Aqua Waste Examination" (American Public Health Association Washington, D.C., 1995); Number 2130"Turbidéz". Values in the range of 30-950 nephelometric turbine units (NTU), preferably below 800 units of nephelometric turbidity and more preferably below 200 units of nephelometric turbidity, and particularly below 100 units of nephelometric turbidity are preferred.
A feature of the present invention can be provided that the composition is clear, or transparent (for example a clear or transparent deodorant antiperspirant composition). The clear or transparent term according to the present invention is intended to connote its usual dictionary definition; therefore, a gel or clear bar antiperspirant composition for example of the present invention allows easy viewing of the objects behind it. By contrast a translucent composition, even though it allows light to pass through it, causes the light to be scattered so that it is impossible to clearly see the objects behind the translucent composition. an opaque composition does not allow light to pass through it. Within the context of the present invention, a gel or a bar is considered transparent or clear if the maximum light transmission of any wavelength in the range of 400-800 nm through a sample of a thickness of one centimeter is of at least 35%, preferably at least 50%. The gel or the bar is considered translucent if the maximum transmission of such light through the sample is between 2% and less than 35%. A gel or a bar is considered opaque if the maximum transmission of light of less than 2%. The transmission can be measured by placing a sample of the aforementioned thickness in a beam of light from a spectrophotometer whose working ranges include the visible spectrum, such as the spectrometer spectrometer 88 from Bausch & Lomb. As far as this definition of clear, see the European patent application number 291.334 A2. Therefore, according to the present invention there are differences between transparent (clear), translucent and opaque compositions.
The particular embodiments of the invention which may be used are antiperspirant bars having the following formulas which are at least translucent.
Due to the chemical instability of dibenzylidene sorbitol in the presence of water in a low pH medium, it is preferred that the antiperspirant formulations be essentially anhydrous and contain sufficient buffering agents to maintain the pH in the range of 4.0-5.0. Deodorants and other cosmetic preparations which are at a higher pH do not require this restriction.
Particular compositions according to the present invention include those made by combining in percent by weight based on the total weight of the composition: (a) 6.0-35% of the silicone fluid phase; (b) 25-70% of a polyhydric alcohol selected from the group consisting of propylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol and mixtures thereof; (c) 1.5 - 2.5% dibenzylidene sorbitol; Y (d) 5 - 25% active antiperspirant.
Throughout the present description, wherein the compositions are described as including specific materials or components or wherein the methods are described, including or comprising specific steps, it is contemplated by the inventors that the compositions of the present invention also consist essentially of or consist of the recited materials or components and also consist essentially or consist of the recited steps. Thus, through the present disclosure any disclosed composition of the present invention may consist essentially of or consist of the recited components or materials, and any disclosed method of the present invention may consist essentially or consist of recited steps.
As noted above, the compositions of the present invention have less tack than conventional cosmetic sticks. This is especially true of the antiperspirant bars made according to the invention. The tackiness can be evaluated by several techniques including the forearm flexion test.
The Forearm Flexion Test - In this context: the test administrator first overlocks the test products to hide their identity from the panelists and then gives each one a sample of a code number to hide their statist identity which is going to analyze the data. These precautions are made to avoid inclinations or deviations of the panelists and test evaluators. right away, one of the two products is applied to one arm in the elbow wrinkle and the second product is applied in the same area in the other arm. The two products were applied in a similar way. The application of the product is done by either counting the number of passes or by weighing the products that are going to be tested before and after. The products are applied in a random way to eliminate deviations of right hand or left hand. Room temperature and ambient humidity are recorded. Using the same product to control for each test allows comparison between the test results for several experimental formulas. Panelists evaluate tested products for various aesthetic attributes including, but limited to, wet, oily / greasy, slippery feeling, most importantly stickiness / stickiness. The panelists evaluate the tack immediately after the application of a product and repeatedly at predetermined time intervals for a total time of 90 minutes. The evaluation of the stickiness is done by flexing the arm and judging the adherent forces between the contacted skin surfaces. A scale of 1 to 7 is used by each panelist with 1 = No Stickiness and 7 = Extremely Sticky. The data collected is used to generate a "stickiness profile" which is a tack scheme against time. The analysis data using a statistical software package called JPM from the SAS Institute (from Cary, North Carolina) allows the identification of products which are significantly different from the control sample. The control is selected to make a competitive banking brand currently in the market which represents what is believed to be the best commercially available standard. In addition to analyzing the performance of the product at specific time periods, the operation of the sample tested through the 90-minute test period can be done by calculating the area under each curve in the profile of the stickiness profile and comparing the differences .
The following examples are given as illustrative of the invention but other modifications may be made by those skilled in the art which are within the spirit and scope of the invention. Unless otherwise noted, all amounts are in percent by weight. All chemical symbols and scientific abbreviations have their usual and customary meanings and all temperatures are in degrees centigrade. The zirconium aluminum tetrachlorohydrex glycine complex listed in the following examples is a solution comprising about 28% by weight active in a mixture of polyhydric alcohols (such as Westchlor® ZR 35B from Westwood Chemical, of Middketown, New York). In addition, about 0.75% ± 0.25 guanidine carbonate was added to the active solution (although the amount can be varied from 0.5 - 1.0% guanidine carbonate). It will also be appreciated by those skilled in the art that the preheating of the ingredients was made as necessary to ensure good mixing.
E J E M P L O S Example A General Method A The general method used to make the compositions described in Examples 1-5 is as follows: (a) Weigh all the ingredients that are going to be combined in the silicone phase and place them in a 250 ml beaker. Heat the contents to 100 degrees centigrade. (b) Weigh tetrachlorohydrex of aluminum zirconium gly in place in a 50 ml beaker and heat it to a temperature of 100 degrees centigrade. (c) Weigh the propylene glycol and place it in a 250 ml beaker. (d) Heat the weighted beaker containing propylene glycol on a hot plate until the temperature of the contents is around 100 degrees centigrade while the cellulose dissolves in the propylene glycol. Continue heating this mixture until it is at a temperature of 130 - 135 degrees centigrade. (e) Weigh the DBS and add it to the mixture in step (d) with stirring until the dibenzylidene sorbitol has dissolved. (f) After the propylene glycol / cellulose / dibenzylidene sorbitol mixture is clear and all the dibenzylidene sorbitol has dissolved, remove the solution from the hot plate and allow it to cool to a temperature of 110 degrees centigrade. (g) Add heated zirconium aluminum tetrachlorohydrex gly from step (b) with stirring to the solution in step (f) and immediately add the heated silicone mixture from step (a) with very slow addition and turbulent stirring to form the propylene glycol silicone emulsion. The addition of the heated silicone mixture should be done at a slow rate. This addition should be done without continued heating to avoid degradation of dibenzylidene sorbitol. (h) Pour the emulsion from step (g) into a desired container (molding, packing, etc.) which is at a temperature in the range of the gelation point (100 - 105 degrees centigrade).
Example B General Method B (1) Charge the amount of propylene glycol (PG) formula to the main mixing vessel and begin stirring sufficiently to create a vortex. (2) Slowly spray hydroxypropyl cellulose (HPC) or hydroxypropyl guar (HPG) into propylene glycol. (3) Once the hidoxypropyl cellulose or hydroxypropyl guar is homogeneously dispersed, start heating at 60 degrees Celsius to facilitate complete hydration with continued agitation. (4) Slowly add the dibenzylidene sorbitol (DBS) at 60 degrees centigrade. Continue heating and mixing to 95 - 105 degrees centigrade.
Mix until all the dibenzylidene sorbitol has dissolved in the solution.
Active Phases (1) Add the assets to a suitable mixing vessel and heat to 95-105 degrees centigrade with agitation. (2) Charge the gel phase into the main mixing vessel once the dibenzylidene sorbitol has been dissolved.
Silicone Phase (1) Charge the dimethiconol to a suitable mixing vessel and begin mixing. (2) Add the phenyl trimethicone and begin heating at 95 degrees centigrade - 105 degrees Celsius. (3) Add the dimethicone copolyol and continue heating at 95 degrees centigrade - 105 degrees centigrade. (4) Add to the gel phase / active phases in the main mixing vessel.
Fragrance / Colors (1) Once the silicone and active phases, and gel are homogeneous, cooling starts at 10 degrees centigrade above the gelation temperature. (2) Charge the fragrance / colors with continued agitation. (3) Once the fragrance and colors have been incorporated, begin filling in the barrels at 5 degrees centigrade above the gelation point.
Use of Alternate Order of Addition This method can be used when additional solvents partially replace the propylene glycol or when the sorbitol level of dibenzylidene falls below 2 percent by weight. Any of these occurrences lowers the dissolution temperature. Examples of such solvents with a lower dibenzylidene sorbitol dissolution temperature include propylene carbonate, polyhydric alcohols (for example dipropylene glycol, tripropylene glycol, tetrapropylene glycol), PEG-6 carbonate, N-pylorridone and mixtures thereof. such solvents.
Gel phase (1) Charge the amount of propylene glycol (PG) formula to the main mixing vessel and begin sufficient agitation to create a vortex. (2) Slowly spray hydroxypropyl cellulose (HPC) or hydroxypropyl guar (HPG) into propylene glycol. (3) Once the hidoxypropyl cellulose or hydroxypropyl guar is homogeneously dispersed, start heating to 60 degrees Celsius to facilitate complete hydration with continued agitation. (4) Slowly add the dibenzylidene sorbitol (DBS) at 60 degrees centigrade. Continue heating and mixing to 95 - 105 degrees centigrade. Mix until all the dibenzylidene sorbitol is dissolved in the solution.
Silicone Phase (1) Charge dimethiconol to a suitable mixing vessel and start mixing. (2) Add the trimethicone phenyl and start heating at 95 degrees centigrade - 105 degrees centigrade. (3) Add the dimethicone copolyol and continue heating at 95 degrees centigrade - 105 degrees centigrade. (4) Add to the active phase gel / phase in the main mixing vessel after all the dibenzylidene sorbitol has dissolved.
Active Phases (1) Charge the assets to a suitable mixing vessel and heat to 95-105 degrees centigrade with agitation. (2) Add the active phase to the silicone phase / combined gel phase in the main mixing vessel.
Fragrance / Colors (1) Once the gel, the active and the silicone phases combined are homogeneous start cooling at 10 degrees Celsius above the gelation temperature. (2) Add the fragrance / colors with continued agitation. (3) Once the fragrance and colors are incorporated begin filling in the desired package or mold at 5 degrees centigrade above the gelation point.
Examples 1-4 Linear Silanols The method of Example A was used with the amounts and types of ingredients as listed in Table 1. The amounts are given in percent by weight based on the total weight of the composition as 100 percent.
TABLE * The silanols used were linear silanols of the following formula: HO (CH3) 2SiO) and H.
For example 1, y = 4; for examples 2 and 3, y = 40; and for example 4, y = 6,000. ** 12.5% Dimethicone 5 centistoks was added to 6.25% silanol for 18.75%.
The compositions of Examples 1-4 were evaluated for laboratory evaluation and visual observation for selected properties. The results are listed in Table 2.
TABLE Example The method used to make Example 3 was repeated except that 2.5 percent by weight of dibenzylidene sorbitol was used, 1.0 percent by weight of fragrance and 33.9 percent by weight of propylene glycol were used. A sample made according to the method of Example 5 was evaluated using the forearm flexion test described above. This example used a silicone surfactant and cyclomethicone. The results are shown in Figure 1 and explained above.
Employ The method described in Example A was repeated except that the silicone polyether surfactant having a higher solid content was used instead of the copolyol dhicone (i) cyclomethicone (DOW CORNING® 3225C auxiliary formula used in Examples 1-4) . Such material can be made by taking the DC 3225C material and removing enough cyclomethicone to obtain a surfactant solids content of about 50% by weight of the surfactant. The branched silanol (functional branched hydroxy siloxane) was a mixture of linear and branched silanols where "a" had an average value of 0.1, "b" had an average value of 16 and "c" had an average value of 3.
The amounts of ingredients were: . 0% silanol 0.30% polyether silicone surfactant 51.7% propylene glycol 30.0% Al-Zr tetrachlorohydrex gly 2.0% dibenzylidene sorbitol 1.0% hydroxypropyl cellulose 5.0% phenyltrhicone (DOW CORNING® 556 fluid) 100% Total This formula showed more transparency than the formulas in examples 1-4. The bar had a very good structure and exhibited good gelation speed.
Example 7 The silanol in Examples 2 and 3 was formulated in a composition using the method described in Example A without surfactant and with the following ingredients: 28. 8% silanol 3.7% phenyltrhicone (DOW CORNING® 556 fluid) 35.0% propylene glycol 2.0% dibenzylidene sorbitol 0.5% hydroxypropyl cellulose 30.0% Al-Zr tetrachlorohydrex gly 100% Total The composition of this example did not show an acceptable stability and exhibited separation in two phases. 8 The silanol in Examples 2 and 3 was formulated into a composition using the method described in Example A with the following ingredients: . 8% silanol 3.0% copolyol dhicone (and) cyclomethicone (DOW CORNING® auxiliary formulation fluid 3225C) 3.8% phenyltrhicone (DOW CORNING® 556 fluid) 34.9% propylene glycol 2.0% dibenzylidene sorbitol 0.5% hydroxypropyl cellulose 30.0 % of Al-Zr tetrachlorohydrex gly 100% Total After allowing the composition to remain overnight, it was examined and judged as being stable with good structure.
Examples 9-10 The silanol in Examples 2-3 was formulated into a composition using the method described in Example A except that a different surfactant was used. The amounts of the ingredients are listed in Table 3. All amounts are in percent by weight based on the total composition as 100 percent.
TABLE 3 * Example 9 used a silicone polyether with a hydrophilic / lipophilic balance of 5 (Surfactant DC 190) and Example 10 used polyether surfactant with a hydrophilic / lipophilic balance of 12.2 (Surfactant DC 193).
The compositions were evaluated as described in Example 8. The composition of Example 9 was judged to be stable with good structure. The formula of Example 10 was judged as having poor stability after 24 hours and the silicone phase was separated. Note that Example 10 with propylene glycol used a surfactant with a hydrophilic / lipophilic balance value of 12.2 which is greater than 10.
Example 11 The method described in example 8 was repeated with the following amounts of ingredients: . 8% silanol 3.0% copolyol dhicone (and) cyclomethicone (DOW CORNING® auxiliary formulation fluid 3225C) 10.0% phenyltrhicone (DOW CORNING® 556 fluid) 29% propylene glycol 2.0% dibenzylidene sorbitol 0.2% hydroxypropyl cellulose 30.0 % of Al-Zr tetrachlorohydrex gly 100% Total Using a scale of 0-10 where 0 = opaque and 10 = transparent, the composition was visually observed and rated as 4 for clarity.
Example 12 The silanol and the polyether surfactant described in Example 6 were used with the method described in Example A for compositions formulated with the following amounts of ingredients: . 0% silanol 0.30% polyether surfactant 15.0% phenyltrimethicone (DOW CORNING® 556 fluid) 41.7% propylene glycol 2.0% dibenzylidene sorbitol 1.0% hydroxypropyl cellulose 30.0% Al-Zr tetrachlorohydrex gly 100% Total The composition was evaluated using the scale described in Example 11 and qualified as "9" indicating a clear composition.
Example 13 Propylene glycol (40.4%) and hydroxypropyl cellulose (1.0% KLUCEL) were charged to a main mixing vessel and the heat was used to raise the temperature to around 100 degrees centigrade. The dibenzylidene sorbitol (2.0%) is added and stirred and heated until the dibenzylidene sorbitol is melted and the mixture is solvent (the temperature is 130-135 degrees centigrade). Guanidine carbonate (0.3%) is added with cooling and stirring as the temperature is lowered to around 105-110 degrees Celsius. In a separate vessel, PPG-5-Ceteth-20 (5.0% of PROCETYL AWS, from Croda) was added with agitation to the active phase (30.0% of tetrachlorohydrex Al-Zr gly). A silicone phase was made in a separate vessel by combining the silanol (10.0% of a silanol described in Example 6), a polyether surfactant of the type as described in example 6 (0.30%) and phenyltrimethicone (10.0%) of DOW CORNING® 556 fluid) with heating and stirring at about 105 degrees centigrade. The mixture with the assets was added at 105 degrees centigrade to the main container. Then the silicone phase was added. An emulsion was made by combining the contents of the two vessels with stirring and cooling to about 100 degrees centigrade. Additional cooling was allowed when the mixture was at a temperature of about 85-90 degrees pentaerythritol tetrastisterate PRG-150 (1.0% CROTHIX) was added with stirring until melted. The mixture was allowed to cool as necessary to a temperature in the range of 85-90 degrees centigrade and then poured into the final containers for settling. A composition made by such a process was evaluated by the scale described in Example 11. This was gentle but the combination helped to reduce the droplet size of the internal phase, thereby improving clarity.
Examples 14-18 The method of Example C was used with the amounts and types of ingredients listed in Table 5. The amounts given are in percent by weight based on the total weight of the composition as 100 percent.
TABLE * The silanols used were of the type described in examples 2 and. 3.
** PG = propylene glycol; PC = propylene carbonate; DPG = dipropylene glycol.
*** HPC = hydroxypropyl cellulose (KLUCEL MFF was used for examples 14, 15 and 18, Guar (JAGUAR HP 120) was used for examples 16 and 17. Note example 18 also contained 1.0% fragrance.
Example 19 A composition was made using method B with the following amounts of ingredients: 41.5% propylene glycol, 1.75% dibenzylidene sorbitol, 0.5% hydroxypropyl cellulose, 30% Al-Zr tertraclorohydrex gly, 20.3% silanol (of the type described in examples 2 and 3), 2.5% phenyltrimethicone (DC 556), 2.1% surfactant (DC 3225C) and 1.25% fragrance. Homogenization is preferably used when dibenzylidene sorbitol and hydroxypropyl cellulose are added.
Example 20 The method of Example 19 was used with the following changes: 34.3% propylene glycol, 25.4% silanol, 3.7% phenyltrimethicone and 3.0% surfactant.
Example 21 A composition was made using method B with the following amounts of ingredients: 41.5% propylene glycol, 1.5% dibenzylidene sorbitol, 1.0% hydroxypropyl cellulose, 30% Al-Zr of tertraclorohydrex gly, 25.4% silanol (of the type described in examples 2 and 3), 3.75% phenyltrimethicone (DC 556), 3.0% surfactant (DC 3225C) and 1.25% fragrance. Homogenization was preferably used when dibenzylidene sorbitol and hydroxypropyl cellulose were added.
Example 22 The method of Example 19 was used with the following changes: 34.3% propylene glycol, 17.5% silanol, 2.7% phenyltrimethicone, 40% Al-Zr tetrachlorohydrex gly, 1.0% fragrance and 2.1% surfactant.

Claims (33)

R E I V I N D I C A C I O N S
1. A cosmetic composition made by combining in percent by weight based on the total weight of the composition: (a) from 5.0-50.0 percent by weight of a silicone fluid phase comprising at least one hydroxy functionalized silicone fluid, at least one stabilizing agent, and optionally at least one additional silicone material; (b) from 40-95 percent by weight of a solvent / gellant phase comprising a mixture of dibenzylidene sorbitol and at least one solvent; Y (c) an effective amount of at least one active ingredient.
2. A cosmetic composition as claimed in clause 1 characterized in that at least one of the following ingredients is added to the composition: emollient, fragrance or coloring agent, and wherein each of the emollients, fragrances, or coloring agents can become part of any the silicone phase or the solvent / gellant phase.
3. A cosmetic composition as claimed in clause 1 characterized in that the functionalized hydroxy silicone fluid is selected from the group consisting of: (a) a compound of Formula I: (R1-Si-03/2) a- (R22-Si-02?) B - ((HO) RVSi-O) c Formula I wherein each of R1, R2 and R3 may be similar or different and are each independently selected from the group consisting of C1-C4 straight chain alkyls; a is a number in the range of 0-10; b is a number in the range of 0-10,000; c is a number in the range of 1-10; provided that a and b can not both be equal to zero at the same time and a, b and c are average values including whole numbers and fractions; Y b) mixtures of the compounds of the Formula I with the same or different values for a, b, c, R1, R2 and R34.
A cosmetic composition as claimed in clause 3 characterized in that the R groups each are methyl.
5. A cosmetic composition as claimed in clause 3 characterized in that the hydroxy-functionalized silicone fluid is selected from the group consisting of: (a) linear polydimethylsiloxanediols where a = 0, b = 4-6,000; (b) linear polydimethylsiloxanediols where a = 0, b = 4-1,000 and c = 2; (c) multifunctional branched siloxanes where a = 1-2, b = 0-1,000, and c = 3-4; (d) linear polydimethylsiloxanediols wherein a = 0, b = 40 and c = 2; (e) multifunctional branched siloxanes wherein a = 1, b = 16, and c = 3; (f) multifunctional branched siloxanes where a = 1-2, b = 10-1,000, and c = 3-4; (g) mixtures of the compounds listed in parts (a) - (f); and (h) two mixtures of components of the compositions listed in parts (a) - (f) wherein one component is 0.1-99.9% of the composition and the other component is the remainder at 100% based on weight.
6. A cosmetic composition as claimed in clause 5 characterized in that each of the R groups is methyl.
7. A cosmetic composition as claimed in clause 5 characterized in that for any of the groups (a) - (g) at least one additional silicone fluid is added in an amount of 0.1-90% of hydroxy functionalized silicone and -99.9% of at least one silicone fluid based on weight.
8. A cosmetic composition as claimed in clause 7 characterized in that at least one additional silicone fluid is selected from the group consisting of polydimethylsiloxanes, polydiethylsiloxanes, and polymethylethylsiloxanes, each having a viscosity of from 350-2,500, 000 of centistoques.
9. A cosmetic composition as claimed in clause 3 characterized in that the hydroxy functionalized silicone fluid is selected from the group consisting of linear silanols of Formula IA: HO- (R3) 2Si-0 - ((R2) 2Si-0) b-Si- (R3) 2OH Formula IA where R2, R3 and b have the same meaning as defined in clause 1.
10. A cosmetic composition as claimed in clause 3 characterized in that a has a value of 1-10.
11. A cosmetic composition as claimed in clause 10 characterized in that a has a value of 6-8.
12. A cosmetic composition as claimed in clause 3 characterized in that b has a value of 4-6,000.
13. A cosmetic composition as claimed in clause 3 characterized by c or c has a value of 2 or 3.
14. A cosmetic composition as claimed in clause 1 characterized in that the stabilizing agent is a member of the group consisting of polyether silicone surfactants having a hydrophilic / lipophilic balance compatible with the solvent and the sufficient silica phase to form compositions from the bar
15. A cosmetic composition as claimed in clause 1 characterized in that the stabilizing agent is a member of the group consisting of polyether silicone surfactants having a hydrophilic / lipophilic balance in the range of 1-10 and the solvent comprises more than 50% by weight of propylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol or mixtures of any of the foregoing.
16. A cosmetic composition as claimed in clause 14 characterized in that the stabilizing agent is a member of the group of polyether-silicone surfactants of Formula II: (Ra) 3-SiO (Ra) 2-SiO] x - [Si (Ra) (Rb-0- (C2H40) p- (C3H60) sRc) 0] and - Si (Ra) 3 Formula II wherein Ra is an alkyl group of one to six carbon atoms; Rb -Cpfi2m-: & c is a terminating radical selected from the group consisting of hydrogen, an alkyl group of one to six carbon atoms, an ester group such as acyl, and phenyl; m is a number from two to eight; p and s are each selected so that the segment - (C2H40) p- (C3H60) s has a molecular weight in the range of 200 to 5,000; x has a value of 8 to 400; and y has a value from 2 to 40.
17. A cosmetic composition as claimed in clause 16 characterized in that the polyether surfactants of Formula II, Ra is the methyl group, Rc is H; m is three or four, the group Rb is: - (CH2) 3-; and the values of p and s are selected to provide a molecular weight of the segment - (C2H40) p- (C3H60) s- of between 1,000 to 3,000.
18. A cosmetic composition as claimed in clause 14 characterized in that the stabilizing agent is a member of the group consisting of polyether-silicone surfactants of Formula III: (Ra) 3-SiO - [(Ra) 2-SiO] x- [Si (Ra) (Rb-0- (C2H40) p-Rc) 0] y-Si- (Ra) 3 Formula III wherein Ra is an alkyl group of one to six carbon atoms; Rb is RC is a terminating radical selected from the group consisting of hydrogen, an alkyl group of one to six carbon atoms, an ester and phenyl group; m is a number from two to eight; p is a number from 6 to 16; x is a number from 6 to 100 and y is a number from 1 to 20.
19. A cosmetic composition as claimed in clause 1 characterized in that the stabilizing agent is a member of the group consisting of an upper refractive index modifier selected from the group consisting of isopropyl myristate, isopropyl palmitate, mineral oil, oleyl alcohol sorbitol , glycerol, octyl salicylate, octyl methoxycinnamate; phenyl siloxanes of the formula IV: (R5) 3SI-0 - [(R6) 2Si-0] p-Yes (R7) 3 Formula IV wherein R, R6 and R are each independently selected from methyl and phenyl, and p is a number in the range of 0-10.
20. A cosmetic composition as claimed in clause 1 characterized in that the stabilizing agent is an alkyl galactomannose.
21. A cosmetic composition as claimed in clause 1 characterized in that the solvent / gellant phase is made by combining in percent by weight based on the total weight of the cosmetic composition: (a) 0.5-4.0 weight percent of sorbitol d-dibenzylidene; (b) 0.1 - 1.0 percent by weight of a member of the group selected from the group consisting of hydroxypropyl cellulose, alkyl ester thickeners, fumed silica, waxes, C3-C4 hydroxy alkyl esters having a hydroxyalkylation level of 0.4- 1.5 molar substitution; (c) 0.1-80 weight percent of a solvent selected from the group consisting of polyhydric alcohols, PPG-10 butane diol, 1,3-butane diol, PEG-6, PPG-425; optionally up to 50 percent of the solvent portion comprising other solvents selected from propylene carbonate, diisopropyl sebacate, methyl pylorridone, and ethyl alcohol.
22. A cosmetic composition as claimed in clause 21 characterized in that in part (b) the waxes are alkyl methylsiloxanes.
23. A cosmetic composition as claimed in clause 21 characterized in that in part (c) the solvents are selected from the group consisting of propylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol, PPG-10 butane diol, 1,3-butane diol, PPG-6, PPG-425 and mixtures thereof.
24. A cosmetic composition as claimed in clause 1 characterized in that the active ingredient is selected from the group consisting of antiperspirant salts, sunscreens, bacteriostats, fragrances and insect repellents.
25. A cosmetic composition as claimed in clause 24 characterized in that the active ingredient is selected from the group consisting of aluminum and aluminum / zirconium salts and aluminum / zirconium salts complexed with a neutral amino acid.
26. A cosmetic composition as claimed in clause 1 characterized in that the active ingredient is selected from the group consisting of aluminum chlorohydroxide, aluminum chloride, aluminum sesquichlorohydrate, zirconyl hydroxychloride and an aluminum propylene glycol-chlorohydrol complex.
27. A cosmetic composition as claimed in clause 1 characterized in that the active ingredient is selected from the group consisting of aluminum chlorohydrate, aluminum chloride, aluminum sesquichlorohydrate, zirconyl hydroxychloride, aluminum chlorohydrex PG, aluminum chlorohydrex PEG, Aluminum dichlorohydrex PG aluminum dichlorohydrex PEG, and zirconium aluminum glycine complex wherein such a glycine aluminum-zirconium complex is selected from the group consisting of trichlorohydrex d aluminum-zirconium gly, pentachlorohydrex aluminum-zirconium gly, aluminum-zirconium tetrachlorohydrex gly and octochlorohydre gly aluminum-zirconium.
28. A cosmetic composition as claimed in clause 1 characterized in that the active ingredient is selected from the group consisting of octyl methoxycinnamate, amino benzoic acid, octyl salicylate oxybenzole.
29. A cosmetic composition as claimed in clause 1 characterized in that the active ingredient is selected from the group consisting of N, -diethyl-m-toluamide and citronella.
30. A cosmetic composition as claimed in clause 1 characterized in that the active ingredient is selected from the group consisting of 2-amino-2-methyl-1-propanol, -cetyl-trimethylammonium bromide, cetyl pyridinium chloride, 2, 4 , 4 '-trichloro-2' -hydroxydiphenylether N- (4-chlorophenyl) -N '- (3,4-dichlorophenyl) urea and zinc ricinoleate.
31. A cosmetic composition as claimed in any of clauses 24, 25, 26 and 27 further characterized in that it comprises the addition of 0.5% - 1.0% of guanidine carbonate.
32. A cosmetic composition as claimed in clause 1 characterized in that the composition comprises in percent by weight based on the total weight of the composition: (a) 6.0-35% phase of silicone fluid; (b) 25-70% polyhydric alcohol selected from the group consisting of propylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol and mixtures thereof; (c) 1.5 - 2.5% dibenzylidene sorbitol; Y (d) 5 - 25% active antiperspirant.
33. A cosmetic composition for reducing the bad odor of the body comprising a composition as claimed in any of claims 1-30 and 32. SUMMARY The invention comprises a cosmetic composition which is a translucent to clear bar having a lower tack. The cosmetic bars are formed by combining (a) from 5.0-50.0 percent by weight d a phase of silicone fluid, comprising at least one silicone fluid functionalized with hydroxy, at least one stabilizing agent and optionally so minus one additional silicone material; (b) from 40-95 weight percent of a solvent / gellant phase comprising a mixture of sorbitol d-dibenzylidene and at least one solvent such as polyhydric alcohol (e.g. propylene glycol); and (c) an effective amount of at least one active ingredient.
MXPA/A/2000/004874A 1997-11-20 2000-05-18 Cosmetic compositions with dibenzylidene sorbitol and functionalized silicones MXPA00004874A (en)

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Application Number Priority Date Filing Date Title
US08/974,946 1997-11-20

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MXPA00004874A true MXPA00004874A (en) 2001-07-03

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