WO2014143757A1 - Compositions cosmétiques contenant des émulsions de résine de silicone - Google Patents
Compositions cosmétiques contenant des émulsions de résine de silicone Download PDFInfo
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- WO2014143757A1 WO2014143757A1 PCT/US2014/027856 US2014027856W WO2014143757A1 WO 2014143757 A1 WO2014143757 A1 WO 2014143757A1 US 2014027856 W US2014027856 W US 2014027856W WO 2014143757 A1 WO2014143757 A1 WO 2014143757A1
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- Prior art keywords
- silicone
- composition
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- hair
- silicone resin
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Classifications
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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
- A61K8/90—Block copolymers
-
- 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
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
-
- 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
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/44—Block-or graft-polymers containing polysiloxane sequences containing only polysiloxane sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
- C09J171/02—Polyalkylene oxides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
- C08G2650/58—Ethylene oxide or propylene oxide copolymers, e.g. pluronics
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/70—Siloxanes defined by use of the MDTQ nomenclature
Definitions
- This invention relates to the field of personal care compositions.
- the invention relates to hair care and skin care compositions comprising a silicone resin emulsion comprising a silicone resin or pressure sensitive adhesive and an ethylene oxide/propylene oxide block copolymer, water and at least one cosmetic ingredient.
- Silicones can be used in hair care and skin care compositionss.
- shampoo compositions which comprise a synthetic, anionic surfactant, a dispersed, insoluble, non-volatile silicone, a xanthan gum suspending agent and water.
- aminofunctional polysiloxanes have also been described, for example, in U.S. Pat. No. 4,563,347 that discloses aminoalkyl substituted polydimethylsiloxane.
- Other hair treating compositions are described in U.S. Pat. Nos. 4,586,518, 4,601 ,902, and 4,618,689.
- silicone resins or PSAs Preparation of aqueous mechanical emulsions of silicone resins or PSAs is difficult due to the handling of such highly molecular weight and/or solid materials. Often, the silicone resin or PSA is dissolved in an organic aromatic solvent, or require specialized surfactants containing aromatic solvents. The presence of such solvents presents manufacturing challenges and also precludes their use in many personal, cosmetic, or healthcare applications. Silicone resins or PSAs can be emulsified using specialized equipment such as a twin screw extruder (TSE). However, the costs for such equipment are relatively high, both from a capital and an operational standpoint.
- TSE twin screw extruder
- PCT/US13/24761 discloses preparation of mechanical emulsions of silicone resins or PSAs using a specific class of certain nonionic surfactants, namely poly(oxyethylene)- poly(oxypropylene)-poly(oxyethylene) block copolymers.
- the present invention provides personal care compositions comprising silicone resin emulsions useful in hair care and skin care products.
- the present invention provides personal care compositions comprising:
- a silicone resin emulsion comprising:
- the personal care compositions of the present invention may be used as a hair care composition or as a skin care composition.
- the personal care compositions of the present invention may be used in a variety of personal care products or formulations to prepare optically clear compositions.
- the personal care compositions of the present invention are useful for preparing personal care products.
- Personal care compositions include hair care and skin care compositions.
- the personal care compositions can be used in shampoo, hair and skin conditioners, hair fixative, hair styling aid, hair colorant, hair relaxer, shower gel, skin moisturizer, or body conditioner.
- the personal care compositions of the present invention can provide conditioning properties for imparting an ease of detangling, combing, pliability, smoothness, slipperiness, or styling benefits.
- the present invention provides hair care compositions, wherein the compositions comprise:
- a silicone resin emulsion comprising:
- compositions comprising:
- a silicone resin emulsion comprising:
- silicone resin emulsions of the present invention useful for personal care compositions comprise:
- PSA Silicone Resin or Pressure Sensitive Adhesive
- Component A) may be either a silicone resin or PSA.
- silicone resin refers to any organopolysiloxane containing at least one (RS1O3/2), or (S1O4/2) siloxy unit.
- a silicone PSA refers to the reaction products resulting from reacting a hydroxyl endblocked "linear" organopolysiloxane with a "resin” organopolysiloxane, wherein the resin organopolysiloxane contains at least one (RS1O3/2), or (S1O4/2) siloxy unit.
- Organopolysiloxanes are polymers containing siloxy units independently selected from (R3S1O-1/2), ⁇ SiC ⁇ ), (RS1O3/2), or (S1O4/2) siloxy units, where R may be any organic group. These siloxy units are commonly referred to as M, D, T, and Q units respectively. These siloxy units can be combined in various manners to form cyclic, linear, or branched structures. The chemical and physical properties of the resulting polymeric structures vary depending on the number and type of siloxy units in the organopolysiloxane. "Linear" organopolysiloxanes typically contain mostly D or
- R2S1O2/2 siloxy units, which results in polydiorganosiloxanes that are fluids of varying viscosity, depending on the "degree of polymerization” or DP as indicated by the number of D units in the polydiorganosiloxane.
- Linear organopolysiloxanes typically have glass transition temperatures (Tg) that are lower than 25 .
- Resin organopolysiloxanes result when a majority of the siloxy units are selected from T or Q siloxy units. When T siloxy units are predominately used to prepare an organopolysiloxane, the resulting
- organosiloxane is often referred to as a "silsesquioxane resin".
- siloxy units are predominately used to prepare an organopolysiloxane, the resulting
- organosiloxane is often referred to as a "MQ resin".
- formula for an organopolysiloxane may be designated by the average of the siloxy units in the organopolysiloxane as follows; RnSiO(4- n ) 2 > where the R is independently any organic group, alternatively a hydrocarbon, or alternatively an alkyl group, or alternatively methyl.
- RnSiO(4- n ) 2 where the R is independently any organic group, alternatively a hydrocarbon, or alternatively an alkyl group, or alternatively methyl.
- the value of n in the average formula may be used to characterize the
- organopolysiloxane resin refers to those organopolysiloxanes having a value of n less than 1 .8 in the average formula RnSiO(4_ n )/2 > indicating a resin.
- the silicone resin useful as component A) may independently comprise (i) (R 1 3Si0 1 /2 )a, (N) (R 2 2Si0 2 / 2 )b> ('") (R 3 Si0 3 / 2 )c, and (iv) (Si0 4/2 )d siloxy units, providing there is at least one T or Q siloxy unit in the silicone resin molecule.
- the amount of each unit present in the silicone resin is expressed as a mole fraction (i.e., a, b, c, or d) of the total number of moles of all M, D, T, and Q units present in the silicone resin. Any such formula used herein to represent the silicone resin does not indicate structural ordering of the various siloxy units.
- organosiloxane block copolymers as well as the silanol content, may be readily determined by ⁇ S ' ⁇ NMR techniques.
- the silicone resin may also contain silanol groups ( ⁇ SiOH).
- the amount of silanol groups present on the silicone resin may vary from 0.1 to 35 mole percent silanol groups [ ⁇ SiOH], alternatively from 2 to 30 mole percent silanol groups [ ⁇ SiOH], alternatively from 5 to 20 mole percent silanol groups [ ⁇ SiOH].
- the silanol groups may be present on any siloxy units within the silicone resin.
- the molecular weight of the silicone resin is not limiting.
- the silicone resin may have an average molecular weight (M w ) of at least 1 ,000 g/mole, alternatively an average molecular weight of at least 2,000 g/mole alternatively an average molecular weight of at least 5,000 g/mole.
- the average molecular weight may be readily determined using Gel Permeation Chromatography (GPC) techniques.
- GPC Gel Permeation Chromatography
- the silicone resin is a MQ silicone.
- the silicone resin may be a MQ resin comprising at least 80 mole% of siloxy units selected from
- /2) a and (Si04/2)d units that is a + d ⁇ 0.8
- R 1 is an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group, or an amino group, with the proviso that at least 95 mole % of the R 1 groups are alkyl groups, a and d each have a value greater than zero, and the ratio of a/d is 0.5 to 1 .5.
- the R1 units of the MQ resin are independently an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group, or an amino group.
- the alkyl groups are illustrated by methyl, ethyl, propyl, butyl, pentyl, hexyl, and octyl.
- the aryl groups are illustrated by phenyl, naphthyl, benzyl, tolyl, xylyl, xenyl, methylphenyl, 2- phenylethyl, 2-phenyl-2-methylethyl, chlorophenyl, bromophenyl and fluorophenyl with the aryl group typically being phenyl.
- MQ resins suitable for use as component (A), and methods for their preparation are known in the art.
- U.S. Patent No. 2,814,601 to Currie et al., November 26, 1957, which is hereby incorporated by reference discloses that MQ resins can be prepared by converting a water-soluble silicate into a silicic acid monomer or silicic acid oligomer using an acid. When adequate polymerization has been achieved, the resin is end-capped with trimethylchlorosilane to yield the MQ resin.
- Another method for preparing MQ resins is disclosed in U.S. Patent No. 2,857,356 to Goodwin, October 21 , 1958, which is hereby incorporated by reference. Goodwin discloses a method for the preparation of an MQ resin by the cohydrolysis of a mixture of an alkyl silicate and a hydrolyzable trialkylsilane organopolysiloxane with water.
- the MQ resins suitable as component A) in the present invention may contain D and T units.
- the MQ resins may also contain hydroxy groups.
- the MQ resins have a total weight % hydroxy content of 2-10 weight %, alternatively 2-5 weight %.
- the MQ resins can also be further "capped" wherein residual hydroxy groups are reacted with additional M groups.
- the silicone resin is a silsesquioxane resin.
- the silsesquioxane resin may be a silsesquioxane resin comprising at least 80 mole % of R3Si03/2 units, where R ⁇ in the above trisiloxy unit formula is independently a C-
- hydrocarbyl also includes halogen substituted hydrocarbyls.
- R ⁇ may be an aryl group, such as phenyl, naphthyl, anthryl group.
- R ⁇ may be an alkyl group, such as methyl, ethyl, propyl, or butyl.
- R ⁇ may be any combination of the aforementioned alkyl or aryl groups.
- R ⁇ is phenyl, propyl, or methyl.
- at least 40 mole % of the groups are propyl, referred herein as T- propyl resins, since the majority of the siloxane units are T units of the general formula
- R3Si03/2 where at least 40 mole %, alternatively 50 mole %, or alternatively 90 mole
- R3 groups are propyl.
- at least 40 mole % of the R ⁇ groups are phenyl, referred herein as T-phenyl resins, since the majority of the siloxane units are T units of the general formula R ⁇ SiC ⁇ where at least 40 mole %, alternatively 50 mole %, or alternatively 90 mole % of the R ⁇ groups are phenyl.
- R ⁇ may be a mixture of propyl and phenyl.
- R ⁇ is a mixture of propyl and phenyl
- the amounts of each in the resin may vary, but typically the R3 groups in the silsesquioxane resin may contain 60 - 80 mole percent phenyl and 20- 40 mole percent propyl.
- Silsesquioxane resins are known in the art and are typically prepared by hydrolyzing an organosilane having three hydrolyzable groups on the silicon atom, such as a halogen or alkoxy group.
- silsesquioxane resins can be obtained by hydrolyzing propyltrimethoxysilane, propyltriethoxysilane, propyltripropoxysilane, or by co-hydrolyzing the aforementioned propylalkoxysilanes with various alkoxysilanes. Examples of these alkoxysilanes include methyltrimethoxysilane,
- methyltriethoxysilane methyltriisopropoxysilane, dimethyldimethoxysilane, and phenyltrimethoxysilane.
- Propyltrichlorosilane can also be hydrolyzed alone, or in the presence of alcohol. In this case, co-hydrolyzation can be carried out by adding methyltrichlorosilane, dimethyldichlorosilane, phenyltrichlorosilane, or similar chlorosilanes and methyltrimethoxysilane, methyltriethoxysilane,
- Alcohols suitable for these purposes include methanol, ethanol, n-propyl alcohol, isopropyl alcohol, butanol, methoxy ethanol, ethoxy ethanol, or similar alcohols.
- hydrocarbon-type solvents which can also be concurrently used include toluene, xylene, or similar aromatic hydrocarbons; hexane, heptane, isooctane, or similar linear or partially branched saturated hydrocarbons; and cyclohexane, or similar aliphatic hydrocarbons.
- the silsesquioxane resins suitable in the present disclosure may contain M, D, and Q units, but typically at least 80 mole %, alternatively 90 mole % of the total siloxane units are T units.
- the silsesquioxane resins may also contain hydroxy and/or alkoxy groups.
- the silsesquioxane resins have a total weight % hydroxy content of 2- 10 weight % and a total weight % alkoxy content of up to 20 weight %, alternatively 6-8 weight% hydroxy content and up to 10 weight % alkoxy content.
- silicone resins suitable as component A) include; silicone resins sold under the trademarks DOW CORNING® 840 Resin, DOW CORNING® 2-7466 Resin, DOW CORNING® 2-9138 Resin, DOW CORNING® 2-9148 Resin, DOW CORNING® 2104 Resin, DOW CORNING® 2106 Resin, DOW CORNING® 217 Flake Resin, DOW CORNING® 220 Flake Resin, DOW CORNING® 233 Flake Resin, DOW CORNING® 4-2136 Resin, Xiameter® RSN-6018 Resin, Xiameter® RSN-0217 Resin, Silres® MK methyl silicone resin, Dow Corning® MQ 1600 Resin.
- silicone resin also encompasses silicone-organic resins.
- silicone-organic resins includes silicone-organic copolymers, where the silicone portion contains at least one (RS1O3/2), or (S1O4/2) siloxy unit.
- the silicone portion of the silicone-organic resin may be any of the silisesquioxane or MQ resins as described above.
- the organic portion may be any organic polymer, such as those derived by free radical polymerization of one or more ethylenically unsaturated organic monomers.
- ethylenically unsaturated and/or vinyl containing organic monomers can be used to prepare the organic portion including; acrylates, methacrylates, substituted acrylates, substituted methacrylates, vinyl halides, fluorinated acrylates, and fluorinated methacrylates, for example.
- Some representative compositions include acrylate esters and methacrylate esters such as methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, decyl acrylate, lauryl acrylate, isodecyl methacrylate, lauryl methacrylate, and butyl methacrylate;
- substituted acrylates and methacrylates such as hydroxyethyl acrylate, perfluorooctyl acrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate, and hydroxyethyl methacrylate; vinyl halides such as vinyl chloride, vinylidene chloride, and chloroprene; vinyl esters such as vinyl acetate and vinyl butyrate; vinyl pyrrolidone; conjugated dienes such as butadiene and isoprene; vinyl aromatic compounds such as styrene and divinyl benzene; vinyl monomers such as ethylene; acrylonitrile and
- the silicone resin selected as component A) may also be a combination(s) of any of the aforementioned silicone resins.
- component A) is a silicone PSA
- it may be the reaction product of a hydroxy endblocked polydimethylsiloxane polymer and a hydroxy functional silicate or silicone resin.
- the hydroxy functional silicate resin is a trimethylsiloxy and hydroxy endblocked silicate resin, such as the silicone resins described above.
- the polydimethylsiloxane polymer and hydroxy functional silicate resin are reacted in a condensation reaction to form the silicone PSA.
- PSAs are disclosed in U.S. Patent Nos.: 4,584,355; 4,585,836; 4,591 ,622; 5,726,256; 5,776,614; 5,861 ,472; 5,869,556; 6,337086, all of which are hereby incorporated by reference for the purpose of disclosing the chemical compositions of PSAs useful as component A) in the present disclosure.
- the silicone PSA may also be a silicone acrylate hybrid composition, as disclosed in WO2007/145996, which is incorporated herein by reference for its teaching of suitable PSA compositions as component A).
- PSA's suitable as component A) include; Dow Corning® Q2-7406 Adhesive, Dow Corning® Q2-7735 Adhesive, Dow Corning® 7355 Adhesive, Dow Corning® 7358 Adhesive, Dow Corning® Q2-7566 Adhesive, Dow Corning® BIO-PSA 7-4102 Adhesive, Dow Corning® BIO-PSA 7-4202 Adhesive, Dow Corning® BIO-PSA 7-4302 Adhesive, Dow Corning® BIO-PSA 7- 4402 Adhesive, Dow Corning® BIO-PSA 7-4502 Adhesive, Dow Corning® BIO-PSA 7- 4602 Adhesive, Dow Corning® 7-4560, Shin-Etsu KR-100, Shin-Etsu KR-101 -10, Shin- Etsu SR-130 Momentive PSA518, Momentive SPUR+ PSA 3.0, Momentive SILGRIP PSA5
- the silicone resin and PSA may be, for example, the silicone resin and PSA disclosed in PCT/US 13/24761 , which is incorporated by reference in its entirety.
- Component B) is an ethylene oxide/propylene oxide block copolymer.
- Component B) may be selected from those ethylene oxide/propylene oxide block copolymers known to have surfactant behavior.
- the ethylene oxide/propylene oxide block copolymers known to have surfactant behavior.
- the ethylene oxide/propylene oxide block copolymers known to have surfactant behavior.
- oxide/propylene oxide block copolymers useful as component B) are surfactants having an HLB of at least 12, alternatively, at least 15, or alternatively at least 18.
- the molecular weight of the ethylene oxide/propylene oxide block copolymer may vary, but typically is at least 4,000 g/mol, alternatively at least 8,000 g/mol, or at least 12,000 g/mol.
- component B) is a poly(oxyethylene)-poly(oxypropylene)- poly(oxyethylene) tri-block copolymer.
- Poly(oxyethylene)-poly(oxypropylene)- poly(oxyethylene) tri-block copolymers are also commonly known as Poloxamers. They are nonionic triblock copolymers composed of a central hydrophobic chain of polyoxypropylene (poly(propylene oxide)) flanked by two hydrophilic chains of polyoxyethylene (poly(ethylene oxide)).
- Poly(oxyethylene)-poly(oxypropylene)-poly(oxyethylene) tri-block copolymers are commercially available from BASF (Florham Park, NJ) and are sold under the tradename PLURONIC®.
- Representative, non-limiting examples suitable as component (B) include; PLURONIC® F127, PLURONIC® F98, PLURONIC® F88,
- PLURONIC® F87, PLURONIC® F77 and PLURONIC® F68, and PLURONIC® F-108 are examples of PLURONIC® F87, PLURONIC® F77 and PLURONIC® F68, and PLURONIC® F-108.
- poly(oxyethylene)-poly(oxypropylene)- poly(oxyethylene) tri-block copolymer has the formula
- component B) is a tetrafunctional poly(oxyethylene)- poly(oxypropylene) block copolymer derived from the sequential addition of propylene oxide and ethylene oxide to ethylene diamine. These tetra-functional block
- copolymers are also commonly known as Poloxamines.
- the tetrafunctional poly(oxyethylene)-poly(oxypropylene) block copolymer may have the average formula; [HO(CH2CH20)q(CH2CH(CH3)0) r ]2NCH2CH2N[(CH2CH(CH3)0) r (CH2CH 2 0)qH]2 where the subscript "q” may vary from 50 to 400, or alternatively from 100 to 300, and the subscript "r” may vary from 15 to 75, or alternatively from 20 to 50.
- Tetrafunctional poly(oxyethylene)-poly(oxypropylene) block copolymers are commercially available from BASF (Florham Park, NJ) and are sold under the tradename TETRONIC®.
- Representative, non-limiting examples suitable as component (B) include; TETRONIC® 908, TETRONIC® 1 107, TETRONIC® 1307, TETRONIC® 1508 and TETRONIC® 1504.
- silicone resin emulsions comprise, alternatively consists essentially of, or alternatively consists of:
- the silicone resin emulsion compositions of the present invention may be an oil/water emulsion, a water/oil emulsion, a multiple phase or triple emulsion.
- the emulsions of the present invention are "oil/water emulsions", that is, emulsions having an aqueous continuous phase and a dispersed phase comprising the silicone resin.
- the oil/water emulsions may be characterized by average volume particle of the dispersed silicone resin (oil) phase in a continuous aqueous phase.
- the particle size may be determined by laser diffraction of the emulsion. Suitable laser diffraction techniques are well known in the art.
- the particle size is obtained from a particle size distribution (PSD).
- PSD particle size distribution
- the PSD can be determined on a volume, surface, length basis.
- the volume particle size is equal to the diameter of the sphere that has the same volume as a given particle.
- Dv represents the average volume particle size of the dispersed particles.
- Dv 90 is the particle size measured in volume corresponding to 90% of the cumulative particle population.
- the average volume particle size of the dispersed silicone particles in the oil/water emulsions can be between 0.1 ⁇ and 150 ⁇ ; or between 0.1 ⁇ and 30 ⁇ ; or between 0.3 ⁇ and 5.0 ⁇ .
- present emulsions may be prepared by any known methods, or alternatively prepared by the methods as discussed below.
- the present invention further provides processes for making silicone resin emulsions comprising:
- the amount of components A) and B) combined in step I) are as follows: A) 100 parts of a silicone resin or PSA, and B) 5 to 100 parts, alternatively 10 to 40 parts, or alternatively 10 to 25 of the ethylene oxide/propylene oxide block copolymer.
- Components A) and B) are the same as described above.
- parts refers to parts by weight.
- the dispersion formed in step I) consists essentially of components A) and B) as described above.
- no additional surfactants or emulsifiers are added in step I).
- no solvents are added for the purpose of enhancing formation of an emulsion.
- the phrase "essentially free of "solvents” means that solvents are not added to components A) and B) in order to create a mixture of suitable viscosity that can be processed on typical emulsification devices.
- solvents as used herein is meant to include any water immiscible low molecular weight organic or silicone material added to the non-aqueous phase of an emulsion for the purpose of enhancing the formation of the emulsion, and is subsequently removed after the formation of the emulsion, such as evaporation during a drying or film formation step.
- the phrase “essentially free of solvent” is not meant to exclude the presence of solvent in minor quantities in process or emulsions of the present invention.
- the components A) and B) may contain minor amounts of solvent as supplied commercially. Small amounts of solvent may also be present from residual cleaning operations in an industrial process.
- the amount of solvent present in the premix should be less than 2% by weight of the mixture, and most preferably the amount of solvent should be less than 1 % by weight of the mixture.
- the dispersion of step I) may be prepared by combining components A) and B) and further mixing the components to form a dispersion.
- the resulting dispersion may be considered as a homogenous mixture of the two components.
- the present inventors have unexpectedly found that certain ethylene oxide/propylene oxide block copolymers readily disperse with silicone resin compositions, and hence enhance the subsequent formation of emulsion compositions thereof.
- the present inventors believe other nonionic and/or anionic surfactants, typically known for preparing silicone emulsions, do not necessarily form such dispersions or homogeneous mixtures upon mixing with a silicone resin (at least not in the absence of a solvent or other substance to act as a dispersing medium).
- Mixing can be accomplished by any method known in the art to effect mixing of high viscosity materials.
- the mixing may occur either as a batch, semi-continuous, or continuous process.
- Mixing may occur, for example using, batch mixing equipments with medium / low shear include change-can mixers, double-planetary mixers, conical- screw mixers, ribbon blenders, double-arm or sigma-blade mixers; batch equipments with high-shear and high-speed dispersers include those made by Charles Ross & Sons (NY), Hockmeyer Equipment Corp. (NJ); batch mixing equipment such as those sold under the tradename Speedmixer®; batch equipments with high shear actions include Banbury-type (CW Brabender Instruments Inc., NJ) and Henschel type
- Illustrative examples of continuous mixers / compounders include extruders single-screw, twin-screw, and multi-screw extruders, co-rotating extruders, such as those manufactured by Krupp Werner & Pfleiderer Corp (Ramsey, NJ), and Leistritz (NJ); twin-screw counter-rotating extruders, two-stage extruders, twin-rotor continuous mixers, dynamic or static mixers or combinations of these equipments.
- Combining and mixing components A) and B) may occur in a single step or multiple step process.
- components A) and B) may be combined in total, and subsequently mixed via any of the techniques described above.
- a portion(s) of components A) and B) may first be combined, mixed, and followed by combining additional quantities of either or both components and further mixing.
- One skilled in the art would be able to select optimal portions of components A) and B) for combing and mixing, depending on the selection of the quantity used and the specific mixing techniques utilized to perform step I) to provide a dispersion of components A) and B).
- Step II) of the process involves admixing sufficient water to the mixture of step I to form an emulsion.
- the emulsion may be a water continuous emulsion. Typically 5 to 700 parts water are mixed for every 100 parts of the step I mixture to form an emulsion.
- the emulsion formed is a water continuous emulsion.
- the water continuous emulsion has dispersed particles of the silicone resin from step I, and having an average particle size less than 150 ⁇ .
- the amount of water added in step II) can vary from 5 to 700 parts per 100 parts by weight of the mixture from step I.
- the water is added to the mixture from step I at such a rate so as to form an emulsion of the mixture of step I. While this amount of water can vary depending on the selection of the amount of silicone resin present and the specific ethylene oxide/propylene oxide block copolymer used, generally the amount of water is from 5 to 700 parts per 100 parts by weight of the step I mixture, alternatively from 5 to 100 parts per 100 parts by weight of the step I mixture, or alternatively from 5 to 70 parts per 100 parts by weight of the step I mixture.
- each incremental portion comprises less than 30 weight % of the dispersion from step I) and each incremental portion of water is added successively to the previous after the dispersion of the previous incremental portion of water, wherein sufficient incremental portions of water are added to form an emulsion.
- a portion or all the water used in step II) may be substituted with various hydrophilic solvents suitable for personal care compositions that are soluble with water such as low molecular weight alcohols, ethers, esters or glycols.
- Non-limiting examples include low molecular weight alcohols such as methanol, ethanol, propanol, isopropanol and the like; low molecular weight ethers such as di(propyleneglycol) mono methyl ether, di(ethyleneglycol) butyl ether, di(ethyleneglycol) methyl ether, di(propyleneglycol) butyl ether, di(propyleneglycol) methyl ether acetate, di(propyleneglycol) propyl ether, ethylene glycol phenyl ether, propylene glycol butyl ether, 1 -methoxy-2-propanol, 1 -methoxy-2-propyl acetate, propylene glycol propyl ether, 1 -phenoxy-2-propanol, tri(propyleneglycol) methyl ether and tri(propyleneglycol) butyl ether, and other like glycols.
- low molecular weight alcohols such as
- Admixing in step II) can be accomplished by any method known in the art to affect mixing of high viscosity materials.
- the mixing may occur either as a batch, semi-continuous, or continuous process. Any of the mixing methods as described for step I), may be used to affect admixing in step II). Typically, the same equipment is used to effect mixing in steps I) and II).
- the emulsion formed in step II) may be further sheared according to step III) to reduce particle size and/or improve long term storage stability.
- the shearing may occur by any of the mixing techniques discussed above.
- the silicone resin emulsions of the present disclosure may be further characterized by the properties of the resulting films or coatings produced after allowing a film of the silicone resin emulsions to dry.
- coatings are obtained by forming a film of the emulsions on a surface, and allowing the film to stand for a sufficient period of time to evaporate the water present in the emulsions, which allows the silicone resin to cure. This process may be accelerated by increasing the ambient temperature of the film or coating.
- the resulting cured film is transparent and/or tack free.
- the silicone resin emulsions containing a silicone resin or PSA as described above can be present in personal care compositions in conjunction with a personal care ingredient (C), optionally in a cosmetically acceptable medium.
- Additives can also be incorporated in the silicone resin emulsions of the present invention, such as, preservatives, surface active materials (surfactants or detergents or emulsifiers), foam booster, deposition agents, thickeners, water phase stabilizing agents, fillers, preservatives, suspending agents, biocides, freeze/thaw additives, anti-freeze agents, various thickeners, viscosity modifiers, and foam control agents.
- the personal care compositions may comprise one or more additives.
- the additives can be present in an amount of up to 5 parts by weight per 100 parts by weight of a personal care product, or alternatively from 0.1 to 1 part by weight per 100 parts by weight of a personal care product.
- the compositions may contain at least one surfactant, such as, anionic, cationic, nonionic, or amphoteric surfactants, organomodified silicones such as dimethicone copolyol, oxyethylenated and/or oxypropylenated ethers of glycerol, oxyethylenated and/or oxypropylenated ethers of fatty alcohols such as ceteareth-30, C12-15 pareth-7, fatty acid esters of polyethylene glycol such as PEG-50 stearate, PEG-40 monostearate, saccharide esters and ethers such as sucrose stearate, sucrose cocoate and sorbitan stearate, and mixtures thereof, phosphoric esters and salts thereof such as DEA oleth-10 phosphate, sulphosuccinates such as disodium PEG-5 citrate lauryl sulphosuccinate and disodium ricinolea
- the surfactant can be used at concentration range from about 0.1 % to about 10%, alternatively, from about 0.3% to about 5.0%, by weight of the personal care composition.
- Anionic surfactants include, for example, carboxylates (sodium 2-(2- hydroxyalkyloxy)acetate)), amino acid derivatives (N-acylglutamates, N-acylgly-cinates or acylsarcosinates), alkyl sulfates, alkyl ether sulfates and oxyethylenated derivatives thereof, sulfonates, isethionates and N-acylisethionates, taurates and N-acyl N- methyltaurates, sulfosuccinates, alkylsulfoacetates, phosphates and alkyl phosphates, polypeptides, anionic derivatives of alkyl polyglycoside (acyl-D-galactoside uronate), and fatty acid soaps, alkali metal sulforicinates, sulfonated glyceryl esters of fatty acids such as sulfonated
- monovalent alcohol esters such as sodium oleylisethianate, amides of amino sulfonic acids such as the sodium salt of oleyl methyl tauride, sulfonated products of fatty acids nitriles such as palmitonitrile sulfonate, sulfonated aromatic hydrocarbons such as sodium alpha-naphthalene monosulfonate, condensation products of naphthalene sulfonic acids with formaldehyde, sodium octahydroanthracene sulfonate, alkali metal alkyl sulfates such as sodium lauryl sulfate, ammonium lauryl sulfate or triethanol amine lauryl sulfate, ether sulfates having alkyl groups of 8 or more carbon atoms such as sodium lauryl ether sulfate, ammonium lauryl ether sulfate, sodium alkyl aryl ether sulf
- CH 3 (CH2)i oCH20(C2H40)gS0 3 H sodium salts, potassium salts, amine salts of alkylnaphthylsulfonic acid, and mixtures thereof.
- Cationic surfactants include, for example, various fatty acid amines and amides and their derivatives, and the salts of the fatty acid amines and amides.
- aliphatic fatty acid amines include dodecylamine acetate, octadecylamine acetate, and acetates of the amines of tallow fatty acids, homologues of aromatic amines having fatty acids such as dodecylanalin, fatty amides derived from aliphatic diamines such as undecylimidazoline, fatty amides derived from aliphatic diamines such as
- undecylimidazoline fatty amides derived from disubstituted amines such as oleylaminodiethylamine, derivatives of ethylene diamine, quaternary ammonium compounds and their salts which are exemplified by tallow trimethyl ammonium chloride, dioctadecyldimethyl ammonium chloride, didodecyldimethyl ammonium chloride, dihexadecyl ammonium chloride, alkyltrimethylammonium hydroxides such as octyltrimethylammonium hydroxide, dodecyltrimethylammonium hydroxide, or hexadecyltrimethylammonium hydroxide, dialkyldimethylammonium hydroxides such as octyldimethylammonium hydroxide, decyldimethylammonium hydroxide, didodecyldimethylammonium hydroxide, dioctadecyl
- hydroxyethylammonium methosulfate amide derivatives of amino alcohols such as beta-hydroxylethylstearylamide, amine salts of long chain fatty acids, and mixtures thereof.
- Nonionic surfactants include, for example, polyoxyethylene alkyl ethers (such as, lauryl, cetyl, stearyl or octyl), polyoxyethylene alkylphenol ethers, polyoxyethylene lauryl ethers, polyoxyethylene sorbitan monoleates, polyoxyethylene alkyl esters, polyoxyethylene sorbitan alkyl esters, polyethylene glycol, polypropylene glycol, diethylene glycol, ethoxylated trimethylnonanols, polyoxyalkylene glycol modified polysiloxane surfactants, polyoxyalkylene-substituted silicones (rake or ABn types), silicone alkanolamides, silicone esters, silicone glycosides, dimethicone copolyols, fatty acid esters of polyols, for instance sorbitol or glyceryl mono-, di-, tri- or sesqui- oleates or stearates, glyceryl
- polyoxyethylenated fatty acid esters stearate or oleate of sorbitol, and mixtures thereof.
- Amphoteric surfactants include, for example, amino acid surfactants, betaine acid surfactants, trimethylnonyl polyethylene glycol ethers and polyethylene glycol ether alcohols containing linear alkyl groups having from 1 1 to 15 such as 2,6,8- trimethyl-4-nonyloxypolyethylene oxyethanol (6 EO) (sold as Tergitol®TMN-6 by OSi Specialties, A Witco Company, Endicott, NY), 2,6,8-trimethyl-4-nonyloxypolyethylene oxyethanol (10 EO) (sold as Tergitol®TMN-10 by OSi Specialties, A Witco Company, Endicott, NY), alkylene-oxypolyethylene oxyethanol (C-
- octylphenoxy polyethoxy ethanols having varying amounts of ethylene oxide units such as octylphenoxy polyethoxy ethanol (40 EO) (sold as Triton® X405 by Rohm and Haas Company, Philadelphia, Pa.), nonionic ethoxylated tridec
- Aerosol polyethoxylated quaternary ammonium salts and ethylene oxide condensation products of the primary fatty amines (available from Armak Company, Chicago, llinois under the tradenames Ethoquad, Ethomeen, or Arquad), polyoxyalkylene glycol modified polysiloxanes, N-alkylamidobetaines and derivatives thereof, proteins and derivatives thereof, glycine derivatives, sultaines, alkyl polyaminocarboxylates and alkylamphoacetates, and mixtures thereof.
- surfactants may also be obtained from other suppliers under different tradenames.
- Suspending agent can be used at concentrations effective for suspending silicone resin, or other water-insoluble material, in dispersed form in a personal care products. Such concentrations range from about 0.1 % to about 10%, alternatively from about 0.3% to about 5.0%, by weight of the personal care compositions.
- Suspending agents include, for example, crystalline suskpending agents which can be categorized as acyl derivatives, long chain amine oxides, and mixtures thereof, concentrations of which range from about 0.1 % to about 5.0%, alternatively from about 0.5% to about 3.0%, by weight of the personal care compositions.
- suspending agents include ethylene glycol esters of fatty acids having from about 16 to about 22 carbon atoms, ethylene glycol stearates, both mono and distearate containing less than about 7% of the mono stearate, alkanol amides of fatty acids having from about 16 to about 22 carbon atoms, stearic monoethanolamide, stearic diethanolamide, stearic monoisopropanolamide, stearic monoethanolamide stearate, long chain acyl derivatives such as long chain esters of long chain fatty acids (e.g., stearyl stearate, cetyl palmitate, etc.); glyceryl esters (e.g., glyceryl distearate) and long chain esters of long chain alkanol amides (e.g., stearamide diethanolamide distearate, stearamide monoethanolamide stearate), ethylene glycol esters of long chain carboxylic acids, long chain amine oxides,
- compositions which impart a gel-like viscosity to the composition such as water soluble or colloidally water soluble polymers like cellulose ethers (e.g., methylcellulose, hydroxybutyl methylcellulose, hyroxypropylcellulose, hydroxypropyl methylcellulose, hydroxyethyl ethylcellulose and hydroxyethylcellulose), guar gum, polyvinyl alcohol, polyvinyl pyrrolidone, hydroxypropyl guar gum, starch and starch derivatives, viscosity modifiers, gelling agents, and mixtures thereof.
- water soluble or colloidally water soluble polymers like cellulose ethers (e.g., methylcellulose, hydroxybutyl methylcellulose, hyroxypropylcellulose, hydroxypropyl methylcellulose, hydroxyethyl ethylcellulose and hydroxyethylcellulose), guar gum, polyvinyl alcohol, polyvinyl pyrrolidone, hydroxy
- Thickening agent provide a convenient viscosity. For example, viscosities within the range of 500 to 25,000 mm 2 /s at 25 °C or in the range of 3,000 to 7,000 mm 2 /s are useful.
- Thickening agents include, for example, sodium alginate, gum arabic, polyoxyethylene, guar gum, hydroxypropyl guar gum, ethoxylated alcohols, such as laureth-4 or polyethylene glycol 400, cellulose derivatives exemplified by methylcellulose, methylhydroxypropylcellulose, hydroxypropylcellulose,
- saccharides such as fructose and glucose
- derivatives of saccharides such as PEG-120 methyl glucose diolate
- the thickening agent is used is in an amount sufficient to provide a viscosity of from 500 to 25,000 mm 2 /s, from about 0.05 to 10 wt% or from about 0.05 to about 5 wt% based on the total weight of the personal care composition.
- Deposition agents include, for example, cationic deposition aid, such as, a cationic deposition polymer.
- the cationic deposition aid will generally be present at levels of from 0.001 to 5%, preferably from about 0.01 to 1 %, more preferably from about 0.02% to about 0.5% by weight of the personal care composition.
- the polymer may be a homopolymer or be formed from two or more types of monomers.
- the molecular weight of the polymer will generally be between 5 000 and 10 000 000, typically at least 10 000 and preferably in the range 100 000 to about 2 000 000.
- the polymers will have cationic nitrogen containing groups such as quaternary ammonium or protonated amino groups, or a mixture thereof.
- the cationic charge density has been found to need to be at least 0.1 meq/g, preferably above 0.8 or higher.
- the cationic charge density should not exceed 4 meq/g, it is preferably less than 3 and more preferably less than 2 meq/g.
- the charge density can be measured using the Kjeldahl method and should be within the above limits at the desired pH of use, which will in general be from about 3 to 9 and preferably between 4 and 8.
- the cationic nitrogen-containing group will generally be present as a substituent on a fraction of the total monomer units of the cationic deposition polymer. Thus when the polymer is not a homopolymer it can contain spacer noncationic monomer units. Such polymers are described in the CTFA Cosmetic Ingredient Directory, 3rd edition.
- Suitable cationic deposition aids include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as (meth)acrylamide, alkyi and dialkyl (meth)acrylamides, alkyi (meth)acrylate, vinyl caprolactone and vinyl pyrrolidine.
- the alkyi and dialkyil substituted monomers preferably have CI-C7 alkyi groups, more preferably C1 -3 alkyi groups.
- Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol and ethylene glycol.
- the cationic amines can be primary, secondary or tertiary amines, depending upon the particular species and the pH of the composition. In general secondary and tertiary amines, especially tertiary, a-re preferred.
- Amine substituted vinyl monomers and amines can be polymerized in the amine form and then converted to ammonium by quaternization.
- Suitable cationic amino and quaternary ammonium monomers include, for example, vinyl compounds substituted with dialkyl aminoalkyl acrylate, dialkylamino alkylmethacrylate, monoalkylaminoalkyl acrylate,
- monoalkylaminoalkyl methacrylate trialkyl methacryloxyalkyl ammonium salt, triaikyi acryloxyalkyl ammonium salt, diallyl quaternary ammonium salts, and vinyl quaternary ammonium monomers having cyclic cationic nitrogen-containing rings such as pyridinium, imidazolium, and quaternized pyrrolidine, e.g., alkyi vinyl imidazolium, and quaternized pyrrolidine, e.g., alkyi vinyl imidazolium, alkyi vinyl pyridinium, alkyi vinyl pyrrolidine salts.
- the alkyi portions of these monomers are preferably lower alkyls such as the C,-C, alkyls, more preferably C, and C2 alkyls.
- Suitable amine- substituted vinyl monomers for use herein include dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, dialkylaminoalkyl acrylamide, and dialkylaminoalkyl methacrylamide, wherein the alkyi groups are preferably C,-C,hydrocarbyls, more preferably C,-C Intel alkyls.
- the cationic deposition aids can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers.
- Suitable cationic deposition aids include, for example: copolymers of 1 -vinyl-2-pyrrolidine and 1 -vinyl-3- methylimidazolium salt (e.g., Chloride salt) (referred to in the industry by the Cosmetic, Toiletry, and Fragrance Association, "CTFA”. as Polyquaternium-16) such as those commercially available from BASF Wyandotte Corp.
- Polyquaternium-1 1 such as those commercially from Gar Corporation (Wayne, NJ, USA) under the GAFQUAT tradename (e.g., GAFQUAT 755N); cationic diallyl quaternary ammonium-containing polymer including, for example,
- CTFA dimethyldiallyammonium chloride homopolymer and copolymers of acrylamide and dimethyl diallyammonium chloride
- Other cationic deposition aids that can be used include polysaccharide polymers, such as cationic cellulose derivatives and cationic starch derivatives.
- Cationic polysaccharide polymer materials suitable for use in compositions of the invention include those of the formula:
- A is an anhydroglucose residual group, such as starch or cellulose
- R is an alkylene oxyalklene, polyoxyalkylene, or
- R 1 R 2 and R ⁇ independently are alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms, and the total number of carbon atoms for each cationic moiety
- Cationic cellulose is available from Amerchol Corp. (Edison, NJ, USA) in their Polymer iR (trademark) and LR (trade mark) series of polymers, as salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 10.
- cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from Amerchol Corp. (Edison, NJ, USA) under the tradename Polymer LM- 200. Other cationic deposition aids that can be used include cationic guar gum derivatives, such as guar hydroxypropyltrimonium chloride (Commercially available from Celanese Corp. in their Jaguar trademark series). Other materials include quaternary nitrogen-containing cellulose ethers (e.g., as described in U.S. Patent 3,962,418, incorporated by reference herein), and copolymers of etherified cellulose and starch (e.g., as described in U.S. Patent 3,958,581 , incorporated by reference herein).
- CTFA lauryl dimethyl ammonium-substitute
- a foam booster is an agent which increases the amount of foam available from a system at a constant molar concentration of surfactant, in contrast to a foam stabilizer which delays the collapse of a foam.
- Foam building is provided by adding to the aqueous media, a foam boosting effective amount of a foam boosting.
- the foam boosting agent is preferably selected from the group consisting of fatty acid
- alkanolamides and amine oxides The fatty acid alkanolamides are exemplified by isostearic acid diethanolamide, lauric acid diethanolamide, capric acid diethanolamide, coconut fatty acid diethanolamide, linoleic acid diethanolamide, myristic acid diethanolamide, oleic acid diethanolamide, stearic acid diethanolamide, coconut fatty acid monoethanolamide, oleic acid monoisopropanolamide, and lauric acid
- amine oxides are exemplified by N-cocodimethylamine oxide, N-lauryl dimethylamine oxide, N-myristyl dimethylamine oxide, N-stearyl dimethylamine oxide, N-cocamidopropyl dimethylamine oxide, N-tallowamidopropyl dimethylamine oxide, bis(2-hydroxyethyl) C12-15 alkoxypropylamine oxide.
- a foam booster is selected from the group consisting of lauric acid diethanolamide, N- lauryl dimethylamine oxide, coconut acid diethanolamide, myristic acid diethanolamide, and oleic acid diethanolamide.
- the foam boosting agent is preferably present in the shampoo compositions of this invention in an amount from about 1 to 15 wt% and more preferably about 2 to 10 wt% based on the total weight of the composition.
- the composition may further comprise a polyalkylene glycol to improve lather performance. Concentration of the polyalkylene glycol in the shampoo composition may range from about 0.01 % to about 5%, preferably from about 0.05% to about 3%, and more preferably from about 0. 1 % to about 2%, by weight of the composition.
- the optional polyalkylene glycols are characterized by the general formula:
- R is selected from the group consisting of H, methyl, and mixtures thereof.
- these materials are polymers of ethylene oxide, which are also known as polyethylene oxides, polyoxyethylenes, and polyethylene glycols.
- R is methyl
- these materials are polymers of propylene oxide, which are also known as
- n has an average value of from about 1500 to about 25,000, preferably from about 2500 to about 20,000, and more preferably from about 3500 to about 15,000.
- Polyethylene glycol polymers useful herein are PEG-2M wherein R equals H and n has an average value of about 2,000 (PEG-2M is also known as Polyox WSR9 N-10, which is available from Union Carbide and as PEG- 2,000); PEG-5M wherein R equals H and n has an average value of about 5,000 (PEG-5M is also known as Polyox WSRO N-35 and Polyox WSRS N-80, both available from Union Carbide and as PEG-5,000 and Polyethylene Glycol 300,000); PEG-7M wherein R equals H and n has an average value of about 7,000 (PEG-7M is also known as Polyox WSRO N-750 available from Union Carbide); PEG-9M wherein R equals H and n has an average value of about 9,000 (PEG 9-M is also known as Polyox WSRS N-3333 available from Union Carbide); and PEG14 M wherein R equals H and n has an average value of about 14,000 (
- Preservative may be added at about 0.01 -5% by weight of the personal care composition.
- additives include aerosol ingredients (e.g., propellant gases, such as carbon dioxide, nitrogen, nitrous oxide, volatile hydrocarbons such as butane, isobutane, or propane and chlorinated or fluorinated hydrocarbons such as
- the personal care compositions of the present invention include those compositions which are intended to be placed in contact with the external parts of the human body, such as, skin (epidermis), hair system (in the skin, head, ear and nose), nails, mucosa, and any other "keratinous substrates", or with the teeth and the mucous membranes of the oral cavity and nasal cavity with a view exclusively or mainly for cleaning them, perfuming them, changing their appearance, protecting them, keeping them in good condition or correcting body odors.
- personal care compositions may also include health care compositions. Accordingly, the personal care compositions of the present invention may be used health care, skin care, hair care, and/or nail care applications.
- Personal careingredients are those ingredients known to be used in personal care applications. A review of such ingredients may be found in the CTFA cosmetic ingredient handbook.
- Personal careingredients include, for example, emollients, waxes, moisturizers, pH controlling agents, preservatives and cosmetic biocides, sebum absorbants or sebum control agents, vegetable or botanical extracts, vitamins, proteins or amino- acids and their derivatives, pigments, colorants, fillers, silicone conditioning agents, cationic conditioning agents, hydrophobic conditioning agents, UV absorbers, sunscreen agents, antidandruff agents, antiperspirant agents, deodorant agents, skin protectants, hair dyes, nail care ingredients, fragrances or perfume, antioxidants, oxidizing agents, reducing agents, propellant gases, anti-acne agents, styling agents, oils, pediculicides, electrolytes, ceramides, liposomes, polyols, glycerine and propylene glycol and botanicals (plant extracts), additional conditioning agents such as quaternary polymers or silicone materials, glycols, vitamins A and E in their various forms, humectants, parabens,
- the personal care ingredients can be present up in an amount of up to 5 parts by weight per 100 parts by weight of a personal care product, or alternatively from 0.1 to 1 part by weight per 100 parts by weight of a personal care product.
- Cosmetically acceptable medium includes any medium that when placed in contact with the human body does not result in any short term or long term injury to the external or internal parts of the human body.
- Cosmetically acceptable medium include, for example, water, solvents, diluents, or mixtures and emulsions thereof.
- the personal care compositions of the present invention may contain sufficient water to form a transparent mixture. Generally water is present at a level of from about 10 to 900 parts by weight, preferably from about 80 to about 900 parts by weight per 100 parts by weight of the other ingredients.
- Anti-dandruff agents include, for example, pyridinethione salts, selenium compounds such as selenium disulfide, and soluble antidandruff agents.
- Additional conditioning agents include, for example, quaternary nitrogen derivatives of cellulose ethers; homopolymers of dimethyldiallyl ammonium chloride; copolymers of acrylamide and dimethyldiallyl ammonium chloride; homopolymers or copolymers derived from acrylic acid or methacrylic acid which contain cationic nitrogen functional groups attached to the polymer by ester or amide linkages;
- Specific materials include the various polyquats Polyquaternium-7, Polyquaternium-8, Polyquaternium-10, Polyquaternium-1 1 , and Polyquaternium-23, cationic surfactants such as cetyl trimethylammonium chloride, cetyl trimethylammonium bromide, and stearyltrimethylammonium chloride); cleansing agent (e.g., at least one anionic detersive surfactant, alkali metal sulforicinates, sulfonated glyceryl esters of fatty acids such as sulfonated monoglycerides of coconut oil acids, salts of sulfonated monovalent alcohol esters such as sodium
- oleylisethianate amides of amino sulfonic acids such as the sodium salt of oleyl methyl tauride, sulfonated products of fatty acids nitriles such as palmitonitrile sulfonate, sulfonated aromatic hydrocarbons such as sodium alpha-naphthalene monosulfonate, condensation products of naphthalene sulfonic acids with
- alkali metal alkyl sulfates such as sodium lauryl sulfate, ammonium lauryl sulfate or triethanol amine lauryl sulfate
- ether sulfates having alkyl groups of 8 or more carbon atoms such as sodium lauryl ether sulfate, ammonium lauryl ether sulfate, sodium alkyl aryl ether sulfates, and ammonium alkyl aryl ether sulfates
- alkylarylsulfonates having 1 or more alkyl groups of 8 or more carbon atoms
- alkylbenzenesulfonic acid alkali metal salts exemplified by hexylbenzenesulfonic acid sodium salt, octylbenzenesulfonic acid sodium salt, decylbenzenesulfonic acid sodium salt, dode
- CH 3 (CH2)i oCH20(C2H40)6S0 3 H sodium salts, potassium salts, and amine salts of alkylnaphthylsulfonic acid, sodium lauryl sulfate, ammonium lauryl sulfate,
- Pediculicides are agents that control lice infestations. Suitable pediculicides are well known in the art and include, for example, pyrethrins such as those described in U.S. Patent 4,668,666, which is incorporated herein by reference in its entirety.
- a pH adjusting agent adjusts the pH within the range of 4 to 9 or within the range of 5 to 6.
- Any water soluble acid such as a carboxylic acid or a mineral acid is suitable as a pH adjusting agent.
- mineral acids such as hydrochloric acid, sulfuric acid, and phosphoric acid, monocarboxylic acid such as acetic acid and lactic acid, polycarboxylic acids such as succinic acid, adipic acid, and citric acid are suitable as a pH adjusting agent.
- the pH adjusting agent can be present in an amount from about 0.01 to 3 % by weight or about 0.1 to 0.5 % by weight based on the total weight of the personal care composition.
- Pigments include, for example, iron oxides and titanium dioxide which can be present in the composition in the amount of about 0.1 to about 30 % by wieght or about 5 to about 20 % by weight or about 8 to about 14 % by weight of the personal care composition.
- Sunscreens include, for example, compounds that absorb ultraviolet light between about 290 to about 320 nanometers (the UV-B region) such as, but not exclusively, para-aminobenzoic acid derivatives and cinnamates such as octyl methoxycinnamate and those which absorb ultraviolet light in the range of 320-400 nanometers (the UV-A region) such is benzophenones and butyl methoxy
- sunscreen chemicals which may be employed in accordance with the present invention are 2-ethoxyethyl p- methoxycinnamate; menthyl anthranilate; homomenthyl salicylate; glyceryl p- aminobenzoate; isobutyl p-aminobenzoate; isoamyl p-dimethylaminobenzoate; 2- hydroxy-4-methoxybenzophenones sulfonic acid; 2,2'-dihydroxy-4- methoxybenzophenone; 2-hydroxy-4-methoxybenzophenone; 4-mono and 4-bis(3- hydroxy-propyl)amino isomers of ethyl benzoate; and 2-ethylhexyl p- dimethylaminobenzoate.
- Additional personal care ingredients that may be used in the personal care compositions include fatty alcohols, colour care additives, anticellulites, pearlising agents, chelating agents, and film formers.
- Personal care ingredients include health care ingredients. Examples include antiacne agents, antibacterial agents, antifungal agents, therapeutic active agents, external analgesics, skin bleaching agents, anti-cancer agents, diuretics, agents for treating gastric and duodenal ulcers, proteolytic enzymes, antihistamine, H1 histamine blockers, sedatives, bronchodilators, and diluents.
- Personal care ingredients may also include antibiotic, antiseptic, antibacterial, antiinflammatory, astringents, hormones, smoking cessation compositions,
- cardiovascular antiarrythmic, alpha-l blocker, beta blocker, ACE inhibitor,
- non-steroidal anti-inflammatory agents such as diclofenac, antipsoriasis agents such as clobetasol propionate, antidermatitis agents, tranquillizer,
- anticonvulsant anticoagulant agents
- healing factors cell growth nutrients
- peptides corticosteroidal drugs
- antipruritic agents others.
- emollients include volatile or non-volatile silicone oils; silicone resins such as polypropylsilsesquioxane and phenyl trimethicone; silicone elastomers such as dimethicone crosspolymer; alkylmethylsiloxanes such as C30-45 Alkyl
- Methicone volatile or non-volatile hydrocarbon compounds, such as squalene, paraffin oils, petrolatum oils and naphthalene oils; hydrogenated or partially hydrogenated polyisobutene; isoeicosane; squalane; isoparaffin; isododecane; isodecane or isohexa- decane; branched C8-C16 esters; isohexyl neopentanoate; ester oils such as isononyl isononanoate, cetostearyl octanoate, isopropyl myristate, palmitate derivatives, stearates derivatives, isostearyl isostearate and the heptanoates, octanoates, decanoates or ricinoleates of alcohols or of polyalcohols, or mixtures thereof;
- hydrocarbon oils of plant origin such as wheatgerm, sunflower, grapeseed, castor, shea, avocado, olive, soybean, sweet almond, palm, rapeseed, cotton seed, hazelnut, macadamia, jojoba, blackcurrant, evening primrose; or triglycerides of caprylic/capric acids; higher fatty acids, such as oleic acid, linoleic acid or linolenic acid, and mixtures thereof.
- Example of waxes include hydrocarbon waxes such as beeswax, lanolin wax, rice wax, carnauba wax, candelilla wax, microcrystalline waxes, paraffins, ozokerite, polyethylene waxes, synthetic wax, ceresin, lanolin, lanolin derivatives, cocoa butter, shellac wax, bran wax, capok wax, sugar cane wax, montan wax, whale wax, bayberry wax, silicone waxes (e.g., polymethylsiloxane alkyls, alkoxys and/or esters, C30-45 alkyldimethylsilyl polypropylsilsesquioxane), and mixtures thereof.
- hydrocarbon waxes such as beeswax, lanolin wax, rice wax, carnauba wax, candelilla wax, microcrystalline waxes, paraffins, ozokerite, polyethylene waxes, synthetic wax, ceresin, lanolin, lanolin derivatives, cocoa butter, shella
- moisturizers include lower molecular weight aliphatic diols such as propylene glycol and butylene glycol; polyols such as glycerine and sorbitol; and polyoxyethylene polymers such as polyethylene glycol 200; hyaluronic acid and its derivatives, and mixtures thereof.
- Examples of electrolytes includes alkali metal salts and alkaline earth salts, especially the chloride, borate, citrate, and sulfate salts of sodium, potassium, calcium and magnesium, as well as aluminum chlorohydrate, and polyelectrolytes, especially hyaluronic acid and sodium hyaluronate, polyols (glycerine, propylene glycol, butylene glycol, and sorbitol), alcohols such as ethyl alcohol, and hydrocolloids, and mixtures thereof.
- alkali metal salts and alkaline earth salts especially the chloride, borate, citrate, and sulfate salts of sodium, potassium, calcium and magnesium, as well as aluminum chlorohydrate
- polyelectrolytes especially hyaluronic acid and sodium hyaluronate
- polyols glycols (glycerine, propylene glycol, butylene glycol, and sorbitol)
- alcohols such as ethyl alcohol
- pH controlling agents include any water soluble acid such as a carboxylic acid or a mineral acid such as hydrochloric acid, sulphuric acid, and phosphoric acid, monocarboxylic acid such as acetic acid and lactic acid, and polycarboxylic acids such as succinic acid, adipic acid, citric acid, and mixtures thereof.
- Example of preservatives and cosmetic biocides include paraben derivatives, hydantoin derivatives, chlorhexidine and its derivatives, imidazolidinyl urea, phenoxyethanol, silver derivatives, salicylate derivatives, triclosan, ciclopirox olamine, hexamidine, oxyquinoline and its derivatives, PVP-iodine, zinc salts and derivatives such as zinc pyrithione, and mixtures thereof.
- sebum absorbants or sebum control agents include silica silylate, silica dimethyl silylate, dimethicone/vinyl dimethicone crosspolymer, polymethyl methacrylate, cross-linked methylmethacrylate, aluminum starch octenylsuccinate, and mixtures thereof.
- Examples of vegetable or botanical extracts are derived from plants (herbs, roots, flowers, fruits, or seeds) in oil or water soluble form, such as coconut, green tea, white tea, black tea, horsetail, ginkgo biloba, sunflower, wheat germ, seaweed, olive, grape, pomegranate, aloe, apricot kernel, apricot, carrot, tomato, tobacco, bean, potato, actzuki bean, catechu, orange, cucumber, avocado, watermelon, banana, lemon or palm.
- oil or water soluble form such as coconut, green tea, white tea, black tea, horsetail, ginkgo biloba, sunflower, wheat germ, seaweed, olive, grape, pomegranate, aloe, apricot kernel, apricot, carrot, tomato, tobacco, bean, potato, actzuki bean, catechu, orange, cucumber, avocado, watermelon, banana, lemon or palm.
- herbal extracts include dill, horseradish, oats, neem, beet, broccoli, tea, pumpkin, soybean, barley, walnut, flax, ginseng, poppy, avocado, pea, sesame, and mixtures thereof.
- vitamins include a variety of different organic compounds such as alcohols, acids, sterols, and quinones. They may be classified into two solubility groups: lipid-soluble vitamins and water-soluble vitamins. Lipid-soluble vitamins that have utility in personal care formulations include retinol (vitamin A), ergocalciferol (vitamin D2), cholecalciferol (vitamin D3), phytonadione (vitamin K1 ), and tocopherol (vitamin E).
- Water-soluble vitamins that have utility in personal care formulations include ascorbic acid (vitamin C), thiamin (vitamin B1 ) niacin (nicotinic acid), niacinamide (vitamin B3), riboflavin (vitamin B2), pantothenic acid (vitamin B5), biotin, folic acid, pyridoxine (vitamin B6), and cyanocobalamin (vitamin B12).
- vitamins include derivatives of vitamins such as retinyl palmitate (vitamin A palmitate), retinyl acetate (vitamin A acetate), retinyl linoleate (vitamin A linoleate), and retinyl propionate (vitamin A propionate), tocopheryl acetate (vitamin E acetate), tocopheryl linoleate (vitamin E linoleate), tocopheryl succinate (vitamin E succinate), tocophereth-5, tocophereth-10, tocophereth-12, tocophereth-18, tocophereth-50 (ethoxylated vitamin E derivatives), PPG-2 tocophereth-5, PPG-5 tocophereth-2, PPG- 10 tocophereth-30, PPG-20 tocophereth-50, PPG-30 tocophereth-70, PPG-70 tocophereth-100 (propoxylated and ethoxylated vitamin E derivatives), sodium
- proteins or amino-acids and their derivatives include those extracted from wheat, soy, rice, corn, keratin, elastin or silk. Proteins may be in the hydrolyzed form and they may also be quaternized, such as hydrolyzed elastin, hydrolyzed wheat powder, hydrolyzed silk.
- protein include enzymes such as hydrolases, cutinases, oxidases, transferases, reductases, hemicellulases, esterases, isomerases, pectinases, lactases, peroxidases, laccases, catalases, and mixtures thereof.
- hydrolases examples include proteases (bacterial, fungal, acid, neutral or alkaline), amylases (alpha or beta), lipases, mannanases, cellulases, collagenases, lisozymes, superoxide dismutase, catalase, and mixtures thereof.
- pigments and colorants include surface treated or untreated iron oxides, surface treated or untreated titanium dioxide, surface treated or untreated mica, silver oxide, silicates, chromium oxides, carotenoids, carbon black, ultramarines, chlorophyllin derivatives and yellow ocher.
- organic pigments include aromatic types including azo, indigoid, triphenylmethane, anthraquinone, and xanthine dyes which are designated as D&C and FD&C blues, browns, greens, oranges, reds, yellows, etc, and mixtures thereof.
- fillers include talc, micas, kaolin, zinc or titanium oxides, calcium or magnesium carbonates, silica, silica silylate, titanium dioxide, glass or ceramic beads, polymethylmethacrylate beads, boron nitride, aluminum silicate, aluminum starch octenylsuccinate, bentonite, magnesium aluminum silicate, nylon, silk powder metal soaps derived from carboxylic acids having 8-22 carbon atoms, non-expanded synthetic polymer powders, expanded powders and powders from natural organic compounds, such as cereal starches, which may or may not be crosslinked, copolymer microspheres, polytrap, silicone resin microbeads, and mixtures thereof.
- the fillers may be surface treated to modify affinity or compatibility with remaining ingredients.
- silicone conditioning agents include silicone oils such as dimethicone; silicone gums such as dimethiconol; silicone resins such as
- alkylmethylsiloxanes organomodified silicone oils, such as amodimethicone, aminopropyl phenyl trimethicone, phenyl trimethicone, trimethyl pentaphenyl trisiloxane, silicone quaternium-16/glycidoxy dimethicone crosspolymer, silicone quaternium-16; saccharide functional siloxanes; carbinol functional siloxanes; silicone polyethers; siloxane copolymers (divinyldimethicone / dimethicone copolymer);
- cationic conditioning agents include guar derivatives such as hydroxypropyltrimethylammonium derivative of guar gum; cationic cellulose derivatives, cationic starch derivatives; quaternary nitrogen derivatives of cellulose ethers; homopolymers of dimethyldiallyl ammonium chloride; copolymers of acrylamide and dimethyldiallyl ammonium chloride; homopolymers or copolymers derived from acrylic acid or methacrylic acid which contain cationic nitrogen functional groups attached to the polymer by ester or amide linkages; polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with a fatty alkyl dimethyl ammonium
- conditioners include cationic surfactants such as cetyl trimethylammonium chloride, cetyl trimethylammonium bromide, stearyltrimethylammonium chloride, and mixtures thereof.
- the cationic conditioning agent is also hydrophobically modified, such as hydrophobically modified quaternized hydroxyethylcellulose polymers; cationic hydrophobically modified galactomannan ether; and mixtures thereof.
- hydrophobic conditioning agents include guar derivatives; galactomannan gum derivatives; cellulose derivatives; and mixtures thereof.
- UV absorbers and sunscreen agents include those which absorb ultraviolet light between about 290-320 nanometers (the UV-B region) and those which absorb ultraviolet light in the range of 320-400 nanometers (the UV-A region).
- sunscreen agents are aminobenzoic acid, cinoxate, diethanolamine methoxycinnamate, digalloyl trioleate, dioxybenzone, ethyl 4- [bis(Hydroxypropyl)] aminobenzoate, glyceryl aminobenzoate, homosalate, lawsone with dihydroxyacetone, menthyl anthranilate, octocrylene, ethyl hexyl
- methoxycinnamate octyl salicylate, oxybenzone, padimate O, phenylbenzimidazole sulfonic acid, red petrolatum, sulisobenzone, titanium dioxide, trolamine salicylate, and mixtures thereof.
- UV absorbers are acetaminosalol, allatoin PABA, benzalphthalide, benzophenone, benzophenone 1 -12, 3-benzylidene camphor, benzylidenecamphor hydrolyzed collagen sulfonamide, benzylidene camphor sulfonic Acid, benzyl salicylate, bornelone, bumetriozole, butyl Methoxydibenzoylmethane, butyl PABA, ceria/silica, ceria/silica talc, cinoxate, DEA-methoxycinnamate, dibenzoxazol naphthalene, di-t-butyl hydroxybenzylidene camphor, digalloyl trioleate, diisopropyl methyl cinnamate, dimethyl PABA ethyl cetearyldimonium tosylate, dioctyl butamido triazone, diphenyl
- polyacrylamidomethyl benzylidene camphor potassium methoxycinnamate, potassium phenylbenzimidazole sulfonate, red petrolatum, sodium phenylbenzimidazole sulfonate, sodium urocanate, TEA-phenylbenzimidazole sulfonate, TEA-salicylate, terephthalylidene dicamphor sulfonic acid, titanium dioxide, triPABA panthenol, urocanic acid, VA/crotonates/methacryloxybenzophenone-1 copolymer, and mixtures thereof.
- antidandruff agents include pyridinethione salts, selenium compounds such as selenium disulfide, and soluble antidandruff agents, and mixtures thereof.
- antiperspirant agents and deodorant agents examples include aluminum chloride, aluminum zirconium tetrachlorohydrex GLY, aluminum zirconium tetrachlorohydrex PEG, aluminum chlorohydrex, aluminum zirconium
- Examples of skin protectants include allantoin, aluminium acetate, aluminium hydroxide, aluminium sulfate, calamine, cocoa butter, cod liver oil, colloidal oatmeal, dimethicone, glycerin, kaolin, lanolin, mineral oil, petrolatum, shark liver oil, sodium bicarbonate, talc, witch hazel, zinc acetate, zinc carbonate, zinc oxide, and mixtures thereof.
- hair dyes include 1 -acetoxy-2-methylnaphthalene; acid dyes; 5-amino-4-chloro-o-cresol; 5-amino-2,6-dimethoxy-3-hydroxypyridine; 3-amino- 2,6-dimethylphenol; 2-amino-5-ethylphenol HCI; 5-amino-4-fluoro-2-methylphenol sulfate; 2-amino-4-hydroxyethylaminoanisole; 2-amino-4-hydroxyethylaminoanisole sulfate; 2-amino-5-nitrophenol; 4-amino-2-nitrophenol; 4-amino-3-nitrophenol; 2- amino-4-nitrophenol sulfate; m-aminophenol HCI; p-aminophenol HCI; m-aminophenol; o-aminophenol; 4,6-bis(2-hydroxyethoxy)-m-phenylenediamine HCI; 2,6-bis(2- hydroxyethoxy)
- Example of nail care ingredients include butyl acetate; ethyl acetate; nitrocellulose; acetyl tributyl citrate; isopropyl alcohol; adipic acid/neopentyl glycol/trimelitic anhydride copolymer; stearalkonium bentonite; acrylates copolymer; calcium pantothenate; Cetraria islandica extract; Chondrus crispus; styrene/acrylates copolymer; trimethylpentanediyl dibenzoate-1 ; polyvinyl butyral; N-butyl alcohol; propylene glycol; butylene glycol; mica; silica; tin oxide; calcium borosilicate; synthetic fluorphlogopite; polyethylene terephtalate; sorbitan laurate derivatives; talc; jojoba extract; diamond powder; isobutylphenoxy epoxy resin; silk powder; and mixtures thereof.
- fragrances or perfume examples include hexyl cinnamic aldehyde; anisaldehyde; methyl- 2-n-hexyl-3-oxo-cyclopentane carboxylate; dodecalactone gamma; methylphenylcarbinyl acetate; 4-acetyl-6-tert-butyl-1 ,1 -dimethyl indane; patchouli; olibanum resinoid; labdanum; vetivert; copaiba balsam; fir balsam; 4-(4- hydroxy- 4- methyl pentyl)-3-cyclohexene-1 -carboxaldehyde; methyl anthranilate; geraniol; geranyl acetate; linalool; citronellol; terpinyl acetate; benzyl salicylate; 2- methyl-3-(p-isopropylphenyl)-propanal; phenoxyeth
- antioxidants are acetyl cysteine, arbutin, ascorbic acid, ascorbic acid polypeptide, ascorbyl dipalmitate, ascorbyl methylsilanol pectinate, ascorbyl palmitate, ascorbyl stearate, BHA, p-hydroxyanisole, BHT, t-butyl
- hydroquinone caffeic acid, Camellia sinensis Oil, chitosan ascorbate, chitosan glycolate, chitosan salicylate, chlorogenic acids, cysteine, cysteine HCI, decyl mercaptomethylimidazole, erythorbic acid, diamylhydroquinone,
- di-t-butylhydroquinone dicetyl thiodipropionate, dicyclopentadiene/t-butylcresol copolymer, digalloyl trioleate, dilauryl thiodipropionate, dimyristyl thiodipropionate, dioleyl tocopheryl methylsilanol, isoquercitrin, diosmine, disodium ascorbyl sulfate, disodium rutinyl disulfate, distearyl thiodipropionate, ditridecyl thiodipropionate, dodecyl gallate, ethyl ferulate, ferulic acid, hydroquinone, hydroxylamine HCI, hydroxylamine sulfate, isooctyl thioglycolate, kojic acid, madecassicoside, magnesium ascorbate, magnesium ascorbyl phosphate,
- oxidizing agents are ammonium persulfate, calcium peroxide, hydrogen peroxide, magnesium peroxide, melamine peroxide, potassium bromate, potassium caroate, potassium chlorate, potassium persulfate, sodium bromate, sodium carbonate peroxide, sodium chlorate, sodium iodate, sodium perborate, sodium persulfate, strontium dioxide, strontium peroxide, urea peroxide, zinc peroxide, and mixtures thereof.
- Examples of reducing agents are ammonium bisufite, ammonium sulfite, ammonium thioglycolate, ammonium thiolactate, cystemaine HCI, cystein, cysteine HCI, ethanolamine thioglycolate, glutathione, glyceryl thioglycolate, glyceryl thioproprionate, hydroquinone, p-hydroxyanisole, isooctyl thioglycolate, magnesium thioglycolate, mercaptopropionic acid, potassium metabisulfite, potassium sulfite, potassium thioglycolate, sodium bisulfite, sodium hydrosulfite, sodium
- hydroxymethane sulfonate sodium metabisulfite, sodium sulfite, sodium thioglycolate, strontium thioglycolate, superoxide dismutase, thioglycerin, thioglycolic acid, thiolactic acid, thiosalicylic acid, zinc formaldehyde sulfoxylate, and mixtures thereof.
- propellant gases include carbon dioxide, nitrogen, nitrous oxide, volatile hydrocarbons such as butane, isobutane, or propane, and chlorinated or fluorinated hydrocarbons such as dichlorodifluoromethane and
- antiacne agents include salicylic acid, sulfur benzoyl, peroxide, tretinoin, and mixtures thereof.
- antibacterial agents include chlorohexadiene gluconate, alcohol, benzalkonium chloride, benzethonium chloride, hydrogen peroxide, methylbenzethonium chloride, phenol, poloxamer 188, povidone-iodine, and mixtures thereof.
- antifungal agents include miconazole nitrate, calcium undecylenate, undecylenic acid, zinc undecylenate, and mixtures thereof.
- therapeutic active agents include penicillins,
- cephalosporins cephalosporins, tetracyclines, macrolides, epinephrine, amphetamines, aspirin, acetominophen, barbiturates, catecholamines, benzodiazepine, thiopental, codeine, morphine, procaine, lidocaine, benzocaine, sulphonamides, ticonazole, perbuterol, furosamide, prazosin, hormones, prostaglandins, carbenicillin, salbutamol, haloperidol, suramin, indomethicane, diclofenac, glafenine, dipyridamole, theophylline,
- hydrocortisone hydrocortisone, steroids, scopolamine, and mixtures thereof.
- Examples of external analgesics are benzyl alcohol, capsicum oleoresin (Capsicum frutescens oleoresin), methyl salicylate, camphor, phenol, capsaicin, juniper tar (Juniperus oxycedrus tar), phenolate sodium (sodium phenoxide), capsicum (Capsicum frutescens), menthol, resorcinol, methyl nicotinate, turpentine oil
- An example of a skin bleaching agent is hydroquinone.
- anti-cancer agents include alkylating agents (such as busulfan, fluorodopan), antimitotic agents (such as colchicine, rhizoxin),
- topoisomerase I inhibitors such as camptothecin and its derivatives
- topoisomerase II inhibitors such as menogaril, amonafide
- RNA/DNA or DNA anti-metabolites such as acivicin, guuanazole
- plant alkaloids and terpenoids such as acivicin, guuanazole
- antineoplastics such as podophyllotoxin, vinca alkaloids
- diuretics examples include loop diuretics (such as bumetanide, furosemide), thiazide diuretics (such as chlorothiazide, hydroflumethiazide), potassium-sparing diuretics (such as amioloride, spironolactone), carbonic anhydrase inhibitors (such as acetazolamide), osmotic diuretics (such as mannitol), and mixtures thereof.
- loop diuretics such as bumetanide, furosemide
- thiazide diuretics such as chlorothiazide, hydroflumethiazide
- potassium-sparing diuretics such as amioloride, spironolactone
- carbonic anhydrase inhibitors such as acetazolamide
- osmotic diuretics such as mannitol
- agents for treating gastric and duodenal ulcers include proton pump inhibitor (such as lansoprazole, omeprazole), acid blockers or H2 histamine blockers (such as cimetidine, ranitidine), bismuth, sucralfate, and mixtures thereof.
- proteolytic enzymes include nattokinase,
- serratiopeptidase bromelain, papain, and mixtures thereof.
- antihistamine or H1 histamine blockers examples include
- brompheniramine clemastine, cetirizine, loratadine, fexofenadine, and mixtures thereof.
- sedatives include barbiturates (such as phenobarbitol), benzodiazepines (such as lorazepam), herbal sedatives, benzodiazepine-like drugs (such as Zolpidem, zopiclone), and mixtures thereof.
- bronchodilators include short-acting 32-agonists and long- acting 32-agonists, anticholinergics, and mixtures thereof.
- the formulations of the present invention also include diluents. Such diluents are often necessary to decrease the viscosity of the formulation sufficiently for application.
- diluents include silicon containing diluents such as hexamethyldisiloxane, octamethyltrisiloxane, and other short chain linear siloxanes such as octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, hexadeamethylheptasiloxane, heptamethyl-3- ⁇ (trimethylsilyl)oxy) ⁇ trisiloxane, cyclic siloxanes such as hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane,
- organic diluents such as butyl acetate, alkanes, alcohols, ketones, esters, ethers, glycols, glycol ethers, hydrofluorocarbons or any other material which can dilute the formulation without adversely affecting any of the component materials of the cosmetic composition.
- Hydrocarbons include butyl acetate, alkanes, alcohols, ketones, esters, ethers, glycols, glycol ethers, hydrofluorocarbons or any other material which can dilute the formulation without adversely affecting any of the component materials of the cosmetic composition.
- Hydrocarbons include
- Ethers and esters include isodecyl neopentanoate, neopentylglycol heptanoate, glycol distearate, dicaprylyl carbonate, diethylhexyl carbonate, propylene glycol n butyl ether, ethyl-3 ethoxypropionate, propylene glycol methyl ether acetate, tridecyl neopentanoate, propylene glycol methylether acetate (PGMEA), propylene glycol methylether (PGME), octyldodecyl neopentanoate, diisobutyl adipate, diisopropyl adipate, propylene glycol dicaprylate
- compositions may vary from 0.1 % to 80% by weight, alternatively from 0.2% to 10%, alternatively from 0.5% to 5%, relative to the total weight of the cosmetic composition.
- the cosmetic ingredient (C) is present at a level of from 0.01 % to 99.99% by weight, relative to the total weight of the cosmetic composition.
- the cosmetic ingredient (C) may be a mixture of cosmetic ingredients (C) as listed above.
- the silicone resin emulsion is used in conjunction with a cosmetic ingredient (C) selected from a cationic conditioning agent, a hydrophobic conditioning agent, or mixtures thereof, in a cosmetically acceptable medium.
- a cosmetic ingredient (C) selected from a cationic conditioning agent, a hydrophobic conditioning agent, or mixtures thereof, in a cosmetically acceptable medium.
- the personal care composition may be prepared by a process comprising the steps of
- the personal care compositions may be prepared by mixing the silicone resin emulsion in the aqueous phase with the appropriate aqueous phase ingredients, and optionally provide for a non aqueous phase, and mix the aqueous and non aqueous phases together, optionally under heating.
- the process may be conducted at temperatures ranging of from 15 to ⁇ ' ⁇ , alternatively of from 20 to 60°C, alternatively at room temperature (25°C), using simple propeller mixers, counter-rotating mixers, or homogenizing mixers. No special equipment or processing conditions are typically required. Depending on the type of composition prepared, the method of preparation will be different, but such methods are well known in the art.
- the personal care compositions may be in the form of a cream, a gel, a powder (free flowing powder or pressed), a paste, a solid, freely pourable liquid, an aerosol.
- the personal care compositions may be in the form of monophasic systems, biphasic or alternate multi phasic systems; emulsions, e.g. oil-in-water, water-in-oil, silicone-in-water, water-in-silicone; multiple emulsions, e.g. oil-in-water-in-oil, polyol-in- silicone-in-water, oil-in-water-in-silicone.
- Skin care compositions include shower gels, soaps, hydrogels, creams, lotions and balms; antiperspirants; deodorants such as sticks, soft solid, roll on, aerosol, and pump sprays; skin creams; skin care lotions; moisturizers; facial treatments such as wrinkle control or diminishment treatments; exfoliates; body and facial cleansers; bath oils; perfumes; colognes; sachets; sunscreens; mousses;
- depilatories make-ups; color cosmetics; foundations; concealers; blushes; lipsticks; eyeliners; mascaras; oil removers; color cosmetic removers, powders, and kits thereof.
- Hair care compositions include shampoos, rinse-off conditioners, leave- in conditioners and styling aids, gels, sprays, pomades, mousses, waxes, cuticle coats, hair colorants, hair relaxants, hair straighteners, permanents, and kits thereof.
- Nail care compositions include color coats, base coats, nail hardeners, and kits thereof.
- compositions may be used by the standard methods, such as applying them to the human or animal body, e.g. skin or hair, using
- the invention also comprises a method of treating keratinous substrates, such as hair or skin, by applying to it a cosmetic composition according to the first aspect of the invention.
- the personal care compositions may be used on hair in a conventional manner.
- An effective amount of the composition for washing or conditioning hair is applied to the hair.
- Such effective amounts generally range from about 1 g to about 50g, preferably from about 1 g to about 20g.
- Application to the hair typically includes working the cosmetic composition through the hair such that most or all of the hair is contacted with the cosmetic composition. These steps can be repeated as many times as desired to achieve the desired benefit.
- Benefits obtained from using the personal care compositions on hair include one or more of the following benefits: hair conditioning, softness, detangling ease, silicone deposition, anti-static, anti-frizz, lubricity, shine, strengthening, viscosity, tactile, wet combing, dry combing, improvement in coloration process, color retention, straightening, heat protection, styling, or curl retention.
- the personal care compositions may be used on skin in a conventional manner.
- An effective amount of the composition for the purpose is applied to the skin.
- Such effective amounts generally range from about 1 mg/cm2 to about 3 mg/cm2.
- Application to the skin typically includes working the cosmetic composition into the skin.
- This method for applying to the skin comprises the steps of contacting the skin with the cosmetic composition in an effective amount and then rubbing the composition into the skin. These steps can be repeated as many times as desired to achieve the desired benefit.
- Benefits obtained from using the cosmetic compositions on skin include one or more of the following benefits: skin softness, suppleness, moisturization, skin feel, foam generation.
- a process of caring for keratinous fibers comprises the steps of
- a process of conditioning keratinous fibers comprises the steps of i. mixing a silicone resin emulsion with at least one cosmetic ingredient (C) selected from cationic conditioning polymer, hydrophobic conditioning polymer, optionally in the presence of a cosmetically acceptable medium,
- the optional standing time of the process of caring or conditioning keratinous fibers may range of from 10 seconds to 1 hour, alternatively of from 30 seconds to 30 minutes, alternatively of from 30 seconds to 10 minutes.
- the personal care composition may be used to care for keratinous substrates, that is, to wash, to cleanse, to condition, to refresh, to make up, to remove make up, to fix hair.
- Personal care compositions of the present invention include shampoo compositions.
- the shampoo compositions may be in the form of a gel, paste, or a freely pourable liquid.
- the shampoo compositions can be used on the hair of humans or animals to cleanse and improve the appearance of their coats, respectively.
- the shampoo compositions are expected to be used by the usual method of adding the shampoo to the hair, massaging the shampoo into the hair and removing the shampoo from the hair by rinsing with water.
- the shampoo compositions may be prepared by simply mixing all ingredients together, and stirring thoroughly. Heat may be applied to improve the dispersion of the ingredients.
- the shampoo compositions can be prepared by emulsification or by microemulsification.
- Microemulsions are mixtures of oil and water where the particle size of the resulting droplets is small enough so the resulting mixture is clear or translucent. Because of their relative clarity microemulsions are distinguishable from standard opaque emulsions in that certain microemulsions can be used to prepare clear cosmetics. The clarity of these compositions is advantageous in cosmetic applications such as in the hair care art. Microemulsions are also more temperature, dilution, and formulation stable than standard emulsions. Microemulsion droplet sizes are variously defined in the chemical art with an upper limit on the droplet size typically being placed somewhere between 0.10 and 0.15 micron to distinguish microemulsions from opaque standard emulsions.
- microemulsions can also be defined by their appearance: microemulsions are transparent or translucent, and do not display the opalescence of standard emulsions. While microemulsions with average droplet sizes between 0.10 and 0.15 micron display the properties of microemulsions,
- microemulsions with average droplet sizes less than 0.06 micron are especially preferred for their even greater clarity and stability.
- a surfactant should be present in the microemulsion of an emulsified component in an amount ranging from 0.1 to 250 parts by weight, and preferably 2 to 100 parts by weight per 100 parts by weight of the emulsified component.
- the microemulsions of this invention can be prepared by two different methods. The first is the mechanical method described in U.S. Pat. No. 4620878 which is hereby incorporated by reference. The method involves forming a "translucent concentrate" of surfactant, emulsified component, and water in select proportions. The "concentrate” is then rapidly dispersed in additional water to form the microemulsion.
- microemulsions can be produced in European Patent No.0459500 in which an oil free microemulsions by emulsion polymerization is produced.
- the method comprising a mixture of at least one precursor to the emulsified component (e.g. an oligomer), cationic or anionic surfactant, nonionic surfactant, catalyst and water, whereby the oligomer is reacted in the presence of water and the surfactants to form the emulsified component in microemulsions.
- the emulsified component e.g. an oligomer
- cationic or anionic surfactant e.g. an oligomer
- nonionic surfactant e.g. an oligomer
- catalyst e.g. an oligomer
- water e.g. an oligomer
- the oligomer cationic or anionic surfactant
- nonionic surfactant e.g. an oligomer
- catalyst e.g
- compositions of the present invention are used in a conventional manner for cleansing and conditioning hair or skin.
- An effective amount of the composition for cleansing and conditioning the hair or skin is applied to the hair or skin, that has preferably been wetted with water, and then rinsed off.
- Such effective amounts generally range from about 1 g to about 50g, or from about 1 g to about 20g.
- Application to the hair typically includes working the composition through the hair such that most or all of the hair is contacted with the composition.
- This method for cleansing and conditioning the hair or skin comprises the steps of: a) wetting the hair or skin with water, b) applying an effective amount of the personal care composition to the hair or skin, c) massaging the composition onto the hair or skin, and d) rinsing the composition from the hair or skin using water. These steps can be repeated as many times as desired to achieve the desired cleansing and conditioning benefit.
- 35g silicone flake resin (Xiameter® RSN-6018 Resin) having a number average molecular weight of 1200 and a specific gravity of 1 .25, 16g of 3mm spherical glass beads (Fisher) and 7g of Pluronic® F-108 nonionic surfactant.
- the cup was closed and placed into a DAC-150 SpeedMixer® and the cup was spun at maximum speed (3450 RPM) for two minutes.
- the cup was opened and inspected.
- the mixture which had become very warm, had taken on a creamy white appearance.
- the cup was closed and allowed to stand undisturbed for five minutes in order for the mixture to cool slightly.
- the cup was placed back in the mixer and spun for an additional 1 minute at maximum speed.
- the mixture was diluted with 28g of deionized (Dl) water in five increments by adding aliquots of water and spinning the cup for 25 seconds after addition of each aliquot.
- the increments of water were as follows: 2g, 3g, 5g, 8g and 10g.
- a 4 mil (100 ⁇ ) wet film of this emulsion was drawn down onto an aluminum Q-Panel and dried for 24 hours at ambient laboratory temperature. A clear, tack-free film resulted.
- a 4 mil (100 ⁇ ) wet film of this emulsion was drawn down onto an aluminum Q-Panel and dried for 24 hours at ambient laboratory temperature. A clear, slightly tacky film resulted. The film was dried at 70°C for four hours after which it became tack-free.
- the cup was closed and placed into a DAC-150 SpeedMixer® and the cup was spun at maximum speed (3450 RPM) for two minutes. The cup was opened and inspected. The mixture, which had become very warm, had taken on a creamy white appearance. The cup was closed, placed back in the mixer and spun for an additional 1 minute at maximum speed. The mixture was diluted with 9.72g of deionized water in seven increments by adding aliquots of water and spinning the cup for 25 seconds after addition of each aliquot.
- the increments of water were as follows: 0.3g, 0.50g, 0.9g, 1 .4g, 2.0g, 2.5g and 2.12g.
- a 4 mil (100 ⁇ ) wet film of this emulsion was drawn down onto an aluminum Q-Panel and dried for 24 hours at ambient laboratory temperature. A white, tack-free film resulted.
- the dispersion had the appearance of an opaque paste.
- a portion of the dispersion was smeared into a film using a spatula and dried at ambient temperature to form a white, coherent, tack-free film.
- SILICONE PSA 1 is a very high tack silicone hot melt PSA, prepared by adding 15% of 100 cSt polydimethylsiloxane fluid to SILICONE PSA 4 (as described below), followed by removal of solvent.
- SILICONE PSA 2 is an amine-compatible, silicone PSA that is produced through a condensation reaction of a silanol endblocked
- PDMS polydimethylsiloxane
- silicate resin silicate resin
- trimethylsiloxy groups 60% weight solids in ethyl acetate.
- It is a high tack silicone PSA that has a Resin/Polymer ratio of 55/45. Approximately 100 grams of this PSA were dried in a forced air oven at 1 10°C for 150 minutes to remove the ethyl acetate solvent prior to use.
- SILICONE PSA 3 is a conventional, i.e., uncapped, silicone PSA that is produced through a condensation reaction of a silanol endblocked
- PDMS polydimethylsiloxane
- silicate resin 60% weight solids in ethyl acetate. It is a low tack silicone PSA that has a Resin/Polymer ratio of 65/35.
- SILICONE PSA 4 is a conventional, i.e., uncapped, silicone PSA that is produced through a condensation reaction of a silanol endblocked
- PDMS polydimethylsiloxane
- silicate resin 60% weight solids in ethyl acetate.
- It is a medium tack silicone PSA that has a Resin/Polymer ratio of 60/40. Approximately 100 grams of this PSA were dried in a forced air oven at 1 10 'C for 150 minutes to remove the ethyl acetate solvent prior to use.
- SILICONE PSA 5 is a conventional, i.e., uncapped, silicone PSA that is produced through a condensation reaction of a silanol endblocked
- PDMS polydimethylsiloxane
- silicate resin 60% weight solids in ethyl acetate. It is a high tack silicone PSA that has a Resin/Polymer ratio of 55/45.
- SILICONE PSA 6 is a silicone-acrylic hybrid pressure sensitive adhesive, prepared according to the techniques taught in WO2007/145996, by a radical polymerization between a silicon-containing PSA, 2-ethylhexyl acrylate and methyl acrylate and is 42% solids in ethyl acetate. Approximately 100 grams of this PSA were dried in a forced air oven at 1 10°C for 150 minutes to remove the ethyl acetate solvent prior to use.
- SILICONE PSA 7 is a conventional, i.e., uncapped, high tack, industrial silicone PSA that is produced through a condensation reaction of a silanol endblocked polydimethylsiloxane (PDMS) with a silicate resin and is nominally 60% weight solids in xylene and toluene. Approximately 100 grams of this PSA were dried in a forced air oven at 150 'C for 150 minutes to remove the xylene and toluene solvents prior to use.
- PDMS silanol endblocked polydimethylsiloxane
- SILICONE PSA 8 is a conventional, i.e., uncapped, medium tack, industrial silicone PSA that is produced through a condensation reaction of a silanol endblocked polydimethylsiloxane (PDMS) with a silicate resin and is nominally 60% weight solids in xylene and toluene. Approximately 100 grams of this PSA were dried in a forced air oven at 150 ⁇ for 150 minutes to remove the xylene and toluene solvents prior to use.
- PDMS silanol endblocked polydimethylsiloxane
- PSA 9 is a conventional, i.e., uncapped, silicone PSA that is produced through a condensation reaction of a silanol endblocked polydimethylsiloxane (PDMS) with a silicate resin. It is a low tack silicone PSA that has a Resin/Polymer ratio of 65/35. PSA 9 is the same as PSA 3 but without any solvent.
- PDMS silanol endblocked polydimethylsiloxane
- the composition was diluted with 10.5g of deionized (Dl) water in five increments.
- the cup was spun at maximum speed after each incremental water addition and the increments were as follows: 1 .0g 1 .5g, 1 .5g, 2.5g, 4.0g.
- the emulsion had a consistency of paste and was white in appearance.
- Particle size was determined for the emulsion using a Malvern®
- SILICONE PSA 5 solids 7.49g of Pluronic® F-108 nonionic surfactant and 8.00g of 3mm spherical glass beads (Fisher). The cup was closed and placed into a
- DAC-150 SpeedMixer® and the cup was spun at maximum speed (3500 RPM) for two minutes. The cup was opened and inspected. Inspection of the contents revealed it to be homogeneous in appearance so the composition was diluted with 14.08g of deionized (Dl) water in 5 increments. The cup was spun at maximum speed after each incremental water addition and the increments were as follows: 0.83g, 2.02g, 2.01 g, 3.32g and 5.09g. After the final dilution, the emulsion had a liquid consistency and was white in appearance. Particle size was determined for the emulsion using a
- SILICONE PSA 7 solids 17.54g of SILICONE PSA 7 solids, 7.5g of Pluronic® F-108 nonionic surfactant and 7.99g of 3mm spherical glass beads (Fisher). The cup was closed and placed into a
- the composition was stirred with a spatula and the cup was returned to the SpeedMixer® high speed mixer and spun at maximum speed for four 1 -minute cycles with an approximately 2-3 minute rest period between each cycle.
- 1 g of deionized water was added to the cup and it was spun for 30 seconds.
- the cup was cooled for one minute in an ice batch after which a second 1 g portion of water was added followed by spinning for 30 seconds and cooling in an ice bath for one minute.
- Two more 2g portions of deionized water were added to the cup followed by spinning 30 seconds and cooling in an ice bath 1 minute between each spin.
- two 4g portions of deionized water were added to the cup followed by spinning at maximum speed for 30 seconds.
- Samples of silicone resin emulsions are added to rinse-off conditioning formulations using two percent by weight of the silicone emulsions.
- the conditioning formulations are shown in Table 1 .
- the conditioners of the present invention can be prepared using the emulsions of Examples 1 , 4, 5 and 15.
- a conditioner containing a commercial nonionic amino siloxane microemulsion, cationic amino siloxane emulsion, and comparative silicone amino SPE ABn copolymer emulsion can also be tested for comparison purposes.
- Crodocol CS-50® available from Croda Inc. of Edison, NJ
- Samples of silicone resin emulsions is added to shampoo formulations using two percent by weight of the silicone resin.
- the shampoo formulations are shown in Table 2.
- the shampoos of the present invention can be prepared using the emulsions of Examples 1 , 4, 5 and 15.
- a shampoo containing a commercial nonionic amino siloxane microemulsion and comparative silicone amino SPE (AB)n copolymer emulsion can also be tested for comparison purposes.
- Standapol ES-3® available from Cognis Corp. of Cincinnati, OH
- Crothix ® available from Croda Inc. of Edison, NJ
- Deionized water is added to the mixing vessel.
- the polyquaternium-10 is dispersed until fully dissolved. This is then heated to 75 ⁇ and the PEG-150 pentaerythrityl tetrastearate is added with continual mixing. Heat is decreased to 40 °C and sodium lauryl ether sulfate, cocamide DEA cocamidopropyl betaine are added in that order.
- silicone amino polyether block copolymer emulsion is added to the base shampoo. The shampoo is mixed for 5-10 minutes and then DMDM hydantoin is added. The water loss is compensated for and the formulation is mixed for an additional 5 minutes.
- the final pH of the shampoo formulations are approximately 5.5-6.0.
- Slightly bleached European human hair from International Hair Importer and Products, Inc. is used for testing the conditioners prepared herein.
- a master hand of hair about eight inches in length is subdivided into a series of individual hair tresses. Each tress weigh about 2.5 grams.
- a 0.5 inch (1 .27 cm) of the root end of the hair is trimmed and glued to a 2 inch by 2 inch (5.08 cm by 5.08 cm) plastic tab using DUCO CEMENT ®.
- the cement is allowed to dry, and the hair tress is combed and trimmed to a length such that six inches (15.24 cm) of hair extends below the bottom of the plastic tab.
- a hole is punched in middle of tab about one fourth inch (0.635 cm) from its top.
- Each tress is rinsed for 15 seconds under a stream of 40 °C tap water. Using a pipette, 1 .0 gram of a solution containing nine percent of sodium lauryl sulfate is applied and lathered through the tress for 30 seconds. The tress is rinsed for 30 seconds under running water. Excess water is removed from the tress by passing the tress between the index and middle fingers of the hand. The tresses is placed on a tray covered with paper towels and dried overnight. Each tress is hand combed three times with the narrow teeth of an ACE® comb, and is evaluated using INSTRONT WET and INSTRONTM DRY COMBING procedures.
- INSTRON procedures are standard, recognized, and industrially acceptable protocols, see for example, US Patents 5,389,364, 5,409,695, 5,419,627, and 5,504,149, all of which are incorporated by reference in their entirety.
- hair tresses is rinsed with tap water for 30 seconds at 40 °C.
- the test conditioner is applied to the tress in the amount of 0.8 gram, and the tress is stroked for 30 seconds.
- the tress is rinsed for 30 seconds under tap water at 40 °C. Excess water is removed by pulling the tress through the index and middle fingers of the hand.
- the tresses are allowed to dry separately on a paper towel overnight at room temperature. The tresses are combed once before performing an INSTRON study.
- the tress is shampooed and lathered with two milliliters of a fifty percent solution of PRELL.TM shampoo for sixty seconds by stroking the tress downwardly.
- the tress is rinsed for sixty seconds with tap water. Excess water is removed from the tress by passing the tress between the index and middle fingers.
- a blank shampoo is prepared by combining 450 grams of ammonium lauryl sulfate (STANDAPOLTM A - 30 percent active) with 450 grams of distilled water.
- STANDAPOLTM A - 30 percent active ammonium lauryl sulfate
- the tress is hand combed and evaluated using the INSTRONTM WET and the INSTRONTM DRY COMBING procedures.
- Wet and dry combing are done by using ready prepared slightly bleached swatches or oriental hair of 2 g, 25 cm and a Matador® comb, reference 2618/6 - GB.
- the swatches are pre-treated by washing, using 5 g of the 30% sodium lauryl sulphate (SLS) solution (Empicol LX28/Albright & Wilson), stroking the tresses downward and leaving the surfactant to act for 30 sec, followed by rinsing the swatches for 1 minute with tap water at 37°C, removing the excess of water, allowing the swatches to dry overnight on a paper towel (Room Temperature).
- SLS sodium lauryl sulphate
- each panellist takes the top of the tress to be tested in the palm of the hand, holding it with the fingers and combs the tress along the volar forearm of the other hand. The time to detangle a tress is measured in seconds and entered in a table.
- Dry combing evaluation is carried out by running sensory evaluation using a triangular test, which is a known test in sensory evaluation.
- I NSTRONTM combing is an industry recognized test for determining hair conditioning by the ease of wet combing and the ease of dry combing.
- the test employs an I NSTRONTM strain gauge which is equipped to measure the force required to comb the hair. Conditioning performance is based on the ability of a particular hair treating formulation such as a shampoo or a hair conditioner to reduce the force required to comb the hair with the INSTRONTM strain gauge. The force is reported as Average Combing Load (ACL). The lower (ACL) value, the better is the conditioning effect imparted by the formulation being tested.
- ACL Average Combing Load
- (ACL) base lines are initially established with "untreated" tresses.
- the Average Combining Load is defined as the area under the force curve divided by the length or distance traveled by the INSTRON TM comb. This number is reported in grams or kilograms of force.
- An effective treatment is a negative number. A positive number indicates that the hair is more difficult to comb than in its untreated state.
- the hair tress is rinsed with tap water at 40 °C for thirty seconds. The test shampoo is applied to the tress in the amount of 0.5 milliliters and lathered for thirty seconds by stroking the tress
- the tress is rinsed for thirty seconds with 40 °C tap water and 0.5 milliliters of the test shampoo are applied to the tress for a second time and lathered for thirty seconds by stroking the tress downwardly.
- the tress is rinsed for thirty seconds with 40 °C tap water and excess water is removed by passing the tress between the index and middle fingers.
- the hair tress is rinsed with tap water at 40 ⁇ for thirty seconds.
- the test conditioner is applied to the tress in the amount of one milliliter and the tress is stroked for thirty seconds.
- the tress is rinsed for thirty seconds with 40 ⁇ tap water and excess water is removed by passing the tress between the index and middle fingers.
- each hair tress is soaked for 15-30 minutes in distilled water. Excess water is removed by passing the tress through the index and middle fingers. The tress is untangled by combing the tress by hand three times. The tress is retangled by dipping the tress in distilled water three times and excess water is removed by passing the tress through the index and middle fingers twice. The tress is placed on a hanger and INSTRONTM combed.
- each hair tress is stored overnight in a constant environment to normalize the water content of the hair.
- the tress is untangled by combing the tress by hand three times.
- the tress is retangled by swirling the tress three times clockwise and three times counterclockwise.
- the tress is placed on a hanger and INSTRONTM combed.
- Hair gloss evaluation The test consists of comparing treated pairs of swatches in a shine box according to their level of gloss. A complete description of the apparatus used for this evaluation can be found in US 5419627 which is incorporated by reference in its entirety. Following statistical evaluation of the opinions of the panellists conclusions us drawn.
- Static and fly away evaluation Static and fly away of hair is designed to measure the ability of various products and formulations to affect the relative static reaction of hair. It is assessed by measuring and comparing the opening angle of hair tresses after dry combing at constant humidity and temperature against a rectangle panel of 45 cm of width and 31 cm of height with drawn increasing angles is realised. A first measurement of the angle is made before combing by aligning the tress on the central line ( ⁇ bef) and a second measurement of angle is made after having passed the comb 3 times through the swatch (oft). This is repeated for 5 swatches per product application. The difference is calculated: (oft) - ( ⁇ bef). A statistical t-test is conducted on the 5 values (differences) per product, in order to show significant differences of static behaviour between the different tested products.
- a skin cream composition is prepared by combining the following components utilizing conventional mixing techniques.
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Abstract
La présente invention concerne des compositions de soins personnels utiles pour la préparation de compositions pour le soin des cheveux et le soin de la peau. Les compositions de soins personnels comprennent : i) une émulsion de résine de silicone comprenant : A) de 0,5 % en poids à 95 % en poids d'une résine de silicone ou d'un adhésif autocollant (PSA), B) de 0,1 à 90 % en poids d'un copolymère séquencé d'oxyde d'éthylène/oxyde de propylène et une quantité suffisante d'eau pour atteindre 100 % en poids, ii) au moins un ingrédient de soins personnels (C), iii) facultativement dans un milieu acceptable d'un point de vue cosmétique.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361789635P | 2013-03-15 | 2013-03-15 | |
| US61/789,635 | 2013-03-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2014143757A1 true WO2014143757A1 (fr) | 2014-09-18 |
Family
ID=50588889
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2014/027811 Ceased WO2014143728A1 (fr) | 2013-03-15 | 2014-03-14 | Compositions cosmétiques contenant des émulsions de résine de silicone |
| PCT/US2014/027856 Ceased WO2014143757A1 (fr) | 2013-03-15 | 2014-03-14 | Compositions cosmétiques contenant des émulsions de résine de silicone |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2014/027811 Ceased WO2014143728A1 (fr) | 2013-03-15 | 2014-03-14 | Compositions cosmétiques contenant des émulsions de résine de silicone |
Country Status (1)
| Country | Link |
|---|---|
| WO (2) | WO2014143728A1 (fr) |
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| WO2016100746A1 (fr) * | 2014-12-18 | 2016-06-23 | L'oreal | Compositions et méthodes pour améliorer l'aspect de la peau |
| US10292922B2 (en) | 2015-12-31 | 2019-05-21 | L'oreal | Silicone-wax dispersion compositions for removing cosmetic films |
| US10835479B2 (en) | 2015-12-31 | 2020-11-17 | L'oreal | Systems and methods for improving the appearance of the skin |
| US11103438B2 (en) | 2015-01-16 | 2021-08-31 | Conopeo, Inc. | Hair composition |
| WO2021222764A1 (fr) | 2020-04-30 | 2021-11-04 | L'oreal | Émulsions eau dans l'huile contenant un tensioactif, une gomme de silicone et/ou un latex, et une résine siloxysilicate |
| FR3112949A1 (fr) | 2020-07-29 | 2022-02-04 | L'oreal | Emulsions eau dans l’huile contenant du latex et une resine de siloxysilicate |
| FR3113588A1 (fr) | 2020-08-28 | 2022-03-04 | L'oreal | Emulsions eau dans huile contenant un tensioactif a faible hlb, une gomme de silicone et une resine de siloxysilicate |
| US20220401335A1 (en) * | 2019-04-16 | 2022-12-22 | Evolved By Nature, Inc. | Silk hair care compositions |
| FR3130136A1 (fr) | 2021-12-14 | 2023-06-16 | L'oreal | Émulsions eau dans l’huile comprenant un tensioactif, un polymère vinylique soluble dans l’eau et un organosiloxane |
| FR3130134A1 (fr) | 2021-12-14 | 2023-06-16 | L'oreal | Émulsions eau dans huile comprenant un tensioactif, un polymère acrylique et un organosiloxane |
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| WO2017040876A1 (fr) * | 2015-09-02 | 2017-03-09 | Dow Corning Corporation | Silicones assurant une protection thermique |
| ES2889579T3 (es) | 2017-02-17 | 2022-01-12 | Imertech Sas | Uso de un mineral particulado para reducir la contaminación |
| WO2019182126A1 (fr) * | 2018-03-23 | 2019-09-26 | 株式会社 資生堂 | Particules polymères de type coeur-couronne |
| CN109021574A (zh) * | 2018-07-04 | 2018-12-18 | 增城市得尔塔硅橡胶厂 | 一种水性甲基mq硅树脂乳液及其制备方法 |
| CN116134109B (zh) * | 2021-07-21 | 2024-04-26 | 陶氏环球技术有限责任公司 | 有机硅压敏粘合剂基料的水性分散体以及该分散体的制备和使用方法 |
| EP4580783A1 (fr) * | 2022-08-30 | 2025-07-09 | TotalEnergies OneTech | Composition aqueuse pour le traitement des gaz d'échappement à propriétés améliorées |
Citations (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2814601A (en) | 1954-04-29 | 1957-11-26 | Dow Corning | Organopolysiloxane adhesive and pressure-sensitive adhesive tape containing same |
| US2857356A (en) | 1954-07-08 | 1958-10-21 | Gen Electric | Organopolysiloxane compositions having pressure-sensitive adhesive properties |
| US3958581A (en) | 1972-05-17 | 1976-05-25 | L'oreal | Cosmetic composition containing a cationic polymer and divalent metal salt for strengthening the hair |
| US3962418A (en) | 1972-12-11 | 1976-06-08 | The Procter & Gamble Company | Mild thickened shampoo compositions with conditioning properties |
| US4009256A (en) | 1973-11-19 | 1977-02-22 | National Starch And Chemical Corporation | Novel shampoo composition containing a water-soluble cationic polymer |
| US4563347A (en) | 1982-05-20 | 1986-01-07 | Dow Corning Corporation | Compositions used to condition hair |
| US4584355A (en) | 1984-10-29 | 1986-04-22 | Dow Corning Corporation | Silicone pressure-sensitive adhesive process and product with improved lap-shear stability-I |
| US4585836A (en) | 1984-10-29 | 1986-04-29 | Dow Corning Corporation | Silicone pressure-sensitive adhesive process and product with improved lap-shear stability-II |
| US4586518A (en) | 1984-08-06 | 1986-05-06 | Dow Corning Corporation | Hair setting method using aminoalkyl substituted polydiorganosiloxane |
| US4591622A (en) | 1984-10-29 | 1986-05-27 | Dow Corning Corporation | Silicone pressure-sensitive adhesive process and product thereof |
| US4601902A (en) | 1983-07-30 | 1986-07-22 | Dow Corning Ltd. | Compositions and process for treating hair |
| US4618689A (en) | 1985-07-18 | 1986-10-21 | General Electric Company | Novel aminofunctional silicone compositions |
| US4620878A (en) | 1983-10-17 | 1986-11-04 | Dow Corning Corporation | Method of preparing polyorganosiloxane emulsions having small particle size |
| US4668666A (en) | 1984-12-05 | 1987-05-26 | Adams Veterinary Research Laboratories | Long-acting pyrethrum/pyrethroid based pesticides with silicone stabilizers |
| US4788006A (en) | 1985-01-25 | 1988-11-29 | The Procter & Gamble Company | Shampoo compositions containing nonvolatile silicone and xanthan gum |
| EP0459500A2 (fr) | 1990-06-01 | 1991-12-04 | Dow Corning Corporation | Procédé de préparation d'emulsions de polysiloxane |
| US5389364A (en) | 1993-08-06 | 1995-02-14 | Dow Corning Corporation | Conditioning hair with aminosilane reaction products with lactones or carbonates |
| US5409695A (en) | 1994-02-22 | 1995-04-25 | Dow Corning Corporation | Method of increasing deposition of silicone conditioner to hair |
| US5419627A (en) | 1993-09-07 | 1995-05-30 | Dow Corning Corporation | Illuminated cabinet for sensory evaluations |
| WO1995022311A1 (fr) | 1994-02-18 | 1995-08-24 | Unilever Plc | Compositions de detersif pour soins corporels |
| US5504149A (en) | 1994-08-25 | 1996-04-02 | Dow Corning Corporation | Method of emulsion polymerization |
| US5726256A (en) | 1996-10-22 | 1998-03-10 | Dow Corning Corporation | Method of making silicone pressure sensitive adhesives |
| US5776614A (en) | 1997-03-24 | 1998-07-07 | Dow Corning Corporation | Silicone pressure sensitive adhesive compositions |
| US5861472A (en) | 1996-07-05 | 1999-01-19 | Dow Corning Corporation | Method of making silicone pressure sensitive adhesives |
| US5869556A (en) | 1996-07-05 | 1999-02-09 | Dow Corning Corporation | Silicone pressure sensitive adhesives |
| JP2001192692A (ja) * | 2000-01-14 | 2001-07-17 | Keetekku:Kk | 金型用潤滑・離型剤組成物 |
| US6337086B1 (en) | 1999-02-06 | 2002-01-08 | Dow Corning Corporation | Pressure sensitive adhesive compositions for transdermal drug delivery devices |
| US6737444B1 (en) * | 2003-01-16 | 2004-05-18 | Dow Corning Corporation | Method of making silicone resin emulsions |
| US20060110346A1 (en) * | 2004-11-04 | 2006-05-25 | L'oreal | Transfer-resistant cosmetic compositions |
| US20070166244A1 (en) * | 2006-01-19 | 2007-07-19 | The Procter & Gamble Company | Compositions comprising silicone pressure sensitive adhesives for delivering oral care substances |
| WO2007145996A2 (fr) | 2006-06-06 | 2007-12-21 | Dow Corning Corporation | Formule hybride silicone-acrylate et sa méthode de fabrication |
| WO2012018750A1 (fr) * | 2010-08-03 | 2012-02-09 | Dow Corning Corporation | Emulsions de gomme de silicone |
-
2014
- 2014-03-14 WO PCT/US2014/027811 patent/WO2014143728A1/fr not_active Ceased
- 2014-03-14 WO PCT/US2014/027856 patent/WO2014143757A1/fr not_active Ceased
Patent Citations (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2814601A (en) | 1954-04-29 | 1957-11-26 | Dow Corning | Organopolysiloxane adhesive and pressure-sensitive adhesive tape containing same |
| US2857356A (en) | 1954-07-08 | 1958-10-21 | Gen Electric | Organopolysiloxane compositions having pressure-sensitive adhesive properties |
| US3958581A (en) | 1972-05-17 | 1976-05-25 | L'oreal | Cosmetic composition containing a cationic polymer and divalent metal salt for strengthening the hair |
| US3962418A (en) | 1972-12-11 | 1976-06-08 | The Procter & Gamble Company | Mild thickened shampoo compositions with conditioning properties |
| US4009256A (en) | 1973-11-19 | 1977-02-22 | National Starch And Chemical Corporation | Novel shampoo composition containing a water-soluble cationic polymer |
| US4563347A (en) | 1982-05-20 | 1986-01-07 | Dow Corning Corporation | Compositions used to condition hair |
| US4601902A (en) | 1983-07-30 | 1986-07-22 | Dow Corning Ltd. | Compositions and process for treating hair |
| US4620878A (en) | 1983-10-17 | 1986-11-04 | Dow Corning Corporation | Method of preparing polyorganosiloxane emulsions having small particle size |
| US4586518A (en) | 1984-08-06 | 1986-05-06 | Dow Corning Corporation | Hair setting method using aminoalkyl substituted polydiorganosiloxane |
| US4591622A (en) | 1984-10-29 | 1986-05-27 | Dow Corning Corporation | Silicone pressure-sensitive adhesive process and product thereof |
| US4585836A (en) | 1984-10-29 | 1986-04-29 | Dow Corning Corporation | Silicone pressure-sensitive adhesive process and product with improved lap-shear stability-II |
| US4584355A (en) | 1984-10-29 | 1986-04-22 | Dow Corning Corporation | Silicone pressure-sensitive adhesive process and product with improved lap-shear stability-I |
| US4668666A (en) | 1984-12-05 | 1987-05-26 | Adams Veterinary Research Laboratories | Long-acting pyrethrum/pyrethroid based pesticides with silicone stabilizers |
| US4788006A (en) | 1985-01-25 | 1988-11-29 | The Procter & Gamble Company | Shampoo compositions containing nonvolatile silicone and xanthan gum |
| US4618689A (en) | 1985-07-18 | 1986-10-21 | General Electric Company | Novel aminofunctional silicone compositions |
| EP0459500A2 (fr) | 1990-06-01 | 1991-12-04 | Dow Corning Corporation | Procédé de préparation d'emulsions de polysiloxane |
| US5389364A (en) | 1993-08-06 | 1995-02-14 | Dow Corning Corporation | Conditioning hair with aminosilane reaction products with lactones or carbonates |
| US5419627A (en) | 1993-09-07 | 1995-05-30 | Dow Corning Corporation | Illuminated cabinet for sensory evaluations |
| WO1995022311A1 (fr) | 1994-02-18 | 1995-08-24 | Unilever Plc | Compositions de detersif pour soins corporels |
| US5409695A (en) | 1994-02-22 | 1995-04-25 | Dow Corning Corporation | Method of increasing deposition of silicone conditioner to hair |
| US5504149A (en) | 1994-08-25 | 1996-04-02 | Dow Corning Corporation | Method of emulsion polymerization |
| US5861472A (en) | 1996-07-05 | 1999-01-19 | Dow Corning Corporation | Method of making silicone pressure sensitive adhesives |
| US5869556A (en) | 1996-07-05 | 1999-02-09 | Dow Corning Corporation | Silicone pressure sensitive adhesives |
| US5726256A (en) | 1996-10-22 | 1998-03-10 | Dow Corning Corporation | Method of making silicone pressure sensitive adhesives |
| US5776614A (en) | 1997-03-24 | 1998-07-07 | Dow Corning Corporation | Silicone pressure sensitive adhesive compositions |
| US6337086B1 (en) | 1999-02-06 | 2002-01-08 | Dow Corning Corporation | Pressure sensitive adhesive compositions for transdermal drug delivery devices |
| JP2001192692A (ja) * | 2000-01-14 | 2001-07-17 | Keetekku:Kk | 金型用潤滑・離型剤組成物 |
| US6737444B1 (en) * | 2003-01-16 | 2004-05-18 | Dow Corning Corporation | Method of making silicone resin emulsions |
| US20060110346A1 (en) * | 2004-11-04 | 2006-05-25 | L'oreal | Transfer-resistant cosmetic compositions |
| US20070166244A1 (en) * | 2006-01-19 | 2007-07-19 | The Procter & Gamble Company | Compositions comprising silicone pressure sensitive adhesives for delivering oral care substances |
| WO2007145996A2 (fr) | 2006-06-06 | 2007-12-21 | Dow Corning Corporation | Formule hybride silicone-acrylate et sa méthode de fabrication |
| WO2012018750A1 (fr) * | 2010-08-03 | 2012-02-09 | Dow Corning Corporation | Emulsions de gomme de silicone |
Non-Patent Citations (2)
| Title |
|---|
| MEILGAARD; CIVILLE; CARR: "Sensory Evaluation Techniques", 1999, CRC PRESS, article "Sensory Analysis - Methodology - Paired Comparison" |
| S. ARCTANDER: "Perfume and Flavour Chemicals", 1969 |
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| US10835479B2 (en) | 2015-12-31 | 2020-11-17 | L'oreal | Systems and methods for improving the appearance of the skin |
| US20220401335A1 (en) * | 2019-04-16 | 2022-12-22 | Evolved By Nature, Inc. | Silk hair care compositions |
| WO2021222764A1 (fr) | 2020-04-30 | 2021-11-04 | L'oreal | Émulsions eau dans l'huile contenant un tensioactif, une gomme de silicone et/ou un latex, et une résine siloxysilicate |
| FR3112949A1 (fr) | 2020-07-29 | 2022-02-04 | L'oreal | Emulsions eau dans l’huile contenant du latex et une resine de siloxysilicate |
| FR3113588A1 (fr) | 2020-08-28 | 2022-03-04 | L'oreal | Emulsions eau dans huile contenant un tensioactif a faible hlb, une gomme de silicone et une resine de siloxysilicate |
| FR3130136A1 (fr) | 2021-12-14 | 2023-06-16 | L'oreal | Émulsions eau dans l’huile comprenant un tensioactif, un polymère vinylique soluble dans l’eau et un organosiloxane |
| FR3130134A1 (fr) | 2021-12-14 | 2023-06-16 | L'oreal | Émulsions eau dans huile comprenant un tensioactif, un polymère acrylique et un organosiloxane |
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