WO2008088323A2 - Procédé d'application d'une composition - Google Patents

Procédé d'application d'une composition Download PDF

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Publication number
WO2008088323A2
WO2008088323A2 PCT/US2007/000986 US2007000986W WO2008088323A2 WO 2008088323 A2 WO2008088323 A2 WO 2008088323A2 US 2007000986 W US2007000986 W US 2007000986W WO 2008088323 A2 WO2008088323 A2 WO 2008088323A2
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WO
WIPO (PCT)
Prior art keywords
trisiloxane
containing composition
hair
skin
silicone
Prior art date
Application number
PCT/US2007/000986
Other languages
English (en)
Other versions
WO2008088323A3 (fr
Inventor
Janet Duffy
John Nicholson
Roy U. Rojas Wahl
Original Assignee
Momentive Performance Materials Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Momentive Performance Materials Inc. filed Critical Momentive Performance Materials Inc.
Priority to EP07748905A priority Critical patent/EP2108028A2/fr
Priority to CN200780052167A priority patent/CN101627095A/zh
Priority to KR1020097014612A priority patent/KR20100014314A/ko
Priority to JP2009545529A priority patent/JP2010515566A/ja
Priority to PCT/US2007/000986 priority patent/WO2008088323A2/fr
Publication of WO2008088323A2 publication Critical patent/WO2008088323A2/fr
Publication of WO2008088323A3 publication Critical patent/WO2008088323A3/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions 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; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • 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
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • 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
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing 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
    • C08G77/42—Block-or graft-polymers containing polysiloxane sequences
    • C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
    • 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
    • C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups

Definitions

  • the invention relates to a method of applying a composition.
  • cyclic siloxanes can provide some of these desired properties, they are low viscosity, highly flowable liquids. Thus, they are not easily held in a formulation, preferring rather to separate and flow out of a given container or flow uncontrollably across the skin and/or other substrate when used in a specific application.
  • Cyclic siloxanes have limitations in terms of their performance and compatibility profile.
  • a desired performance and/or compatibility profile possessing the various desirable properties is not always achievable by using a cyclic siloxane.
  • Certain applications can require different properties that cannot be met by the use of cyclic siloxanes.
  • one of the disadvantages of the current state of the art is that ⁇ many spray able formulations suffer from clogging of the spraying system, poor or coarse droplet formation and uneven or poor coverage with too much run-down on a non- horizontal surface. Run-down can, for example, lead to a disadvantageous distribution of benefit ingredients delivered onto any substrate, transporting those ingredients to areas where they might be undesired and/or leading to an uneven distribution where they are desired.
  • a method of applying a trisiloxane-containing composition to the surface of a substrate comprising: applying to a surface of a substrate a composition comprising a trisiloxane of the general formula (1):
  • Figures 1-4 are xerographic reproductions of photographs of patterns resulting from the application of compositions within (Examples I and II) and other compositions outside (Comparative Examples I and II) the scope of the disclosure herein, said photographs being taken shortly after (1-6 seconds) application of said compositions.
  • a method of applying a trisiloxane-containing composition wherein said trisiloxane-containing composition comprises certain trisiloxanes, which provide superior physical properties to those trisiloxane-containing compositions, leading to the herein noted advantageous properties such as reduced run-down, to applications and/or formulations containing the trisiloxane-containing composition when sprayed onto a surface of a substrate.
  • polyorganosiloxane and organopolysiloxane are interchangeable one with the other.
  • formulation and application are interchangeable with one another.
  • centistokes were measured at 25 degrees celsius.
  • run-down shall be understood herein to mean the extent of visually observed downward flow of trisiloxane-containing composition applied to cellulose paper, run-down being measured on a scale of 1 to 3 as follows:
  • trisiloxane-containing composition can contain specifically less than about 100 weight percent, more specifically less than about 10 weight percent, and most specifically less than about 1 weight percent water based on the total weight of trisiloxane-containing composition. In one more specific embodiment trisiloxane-containing composition can contain no water, so that trisiloxane-containing composition contains no atmospheric water and/or added water.
  • substrate can comprise skin, hair, nail(s), eyelashe(s), eyebrow(s), lip(s), leave(s) of plant(s), paper, leather, metal, plastic, fiber(s), glass, fabric(s), wood, woven(s) and non-woven(s) and combinations thereof.
  • the hydrocarbon radical(s) of trisiloxane of the general formula (1) can be any hydrocarbon radical commonly associated with such polymers and can generally be selected from the non-limiting examples of alkyl radicals of 1 to about 60 carbon atoms, such as methyl, ethyl, propyl; cycloalkyl radicals such as cyclohexyl, cycloheptyl, cyclooctyl; mononuclear aryl radicals such as phenyl, methylphenyl, ethylphenyl; alkenyl radicals such as vinyl and allyl; alkylene oxide radicals, such as ethylene oxide, propylene oxide and mixtures thereof; and haloalkylradicals such as 3, 3, 3, trifluoropropyl.
  • the hydrocarbon radicals of trisiloxane of general formula (1) are alkyl radicals of 1 to 8 carbon atoms, and are most specifically methyl or ethyl. In one embodiment, trisiloxane of general formula (1) has some hydroxyl groups in the polymer. In one other specific embodiment the hydrocarbon radical(s) of trisiloxane of general formula (1) can be any of the organic functional groups described in U.S. Patent No. 6,531 ,540 the contents of which are incorporated herein by reference in its entirety. It will be understood that the nomenclature used in U.S. Patent No.
  • hydrocarbon radicals will deemed to be equivalent to hydrocarbon radical(s) as they are described herein, in that any hydrocarbon radical described in U.S. Patent No. 6,531,540 can be used as hydrocarbon radical as is described herein so that the terms hydrocarbon radical as it is described in U.S. Patent No. 6,531,540 and hydrocarbon radicals as used herein is interchangeable.
  • any hydrocarbon radical described herein can be present on trisiloxane of general formula (1) or can be bonded to said trisiloxane through a reaction with an organic compound, such as the non-limiting example of an olefin, specifically an alpha-olefm.
  • trisiloxane of the general formula (1) can be made, by any known process.
  • trisiloxane- containing composition is an alkyl-substituted trisiloxane as described by general formula (1) above.
  • alkyl means a saturated straight or branched monovalent hydrocarbon radical, such as the hydrocarbon radicals described above.
  • monovalent alkyl groups are selected from linear or branched alkyl groups containing from 1 to 60 carbon atoms per group, such as the non-limiting examples of, methyl, ethyl, propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, .tert-butyl, .pentyl, hexyl, heptyl, decyl, and dodecyl.
  • trisiloxane of general formula (1) is linear alkyltrisiloxane which is high purity material which results from the alkylation of a polyorganosiloxane having the formula (A):
  • R G , R J , R ⁇ , R L and R M are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms or hydrogen, provided that at least one of R G , R J , R ⁇ , R L and R M are hydrogen.
  • R L and/or R M is hydrogen.
  • a high purity material as described herein is defined as substantially comprising the alkylated polyorganosiloxane of formula (A).
  • alkylation of a polyorganosiloxane having the formula (A) can be accomplished by reacting a polyorganosiloxane having the formula (A) with alkene compound such as the non- limiting example of ethylene.
  • a high purity material comprises greater than about 90 weight percent of the alkylated polyorganosiloxane of formula (A) based on the total weight of high purity material. In an even more specific embodiment a high purity material comprises greater than about 95 weight percent of the alkylated polyorganosiloxane of formula (A) based on the total weight of the high purity material. In a most specific embodiment a high purity material comprises greater than about 97 weight percent of the alkylated polyorganosiloxane of formula (A) based on the total weight of the high purity material.
  • trisiloxane of general formula (1) can be made as a result of an alkylation of a polyorganosiloxane as described in U.S. Patent Application No. 11/274,450 filed on November 15, 2005, the contents of which are incorporated by reference herein in their entirety.
  • trisiloxane of general formula (1) can be formed by any.known or conventionally used method known to those skilled in the art.
  • trisiloxane of the general formula (1) can more specifically comprise where R D and/or R F is a monovalent, divalent or trivalent hydrocarbon radical possessing from 2 to 6 carbon atoms.
  • trisiloxane of the general formula (1) can comprise where R° and/or R F is a monovalent, divalent or trivalent hydrocarbon radical possessing from 2 to 4 carbon atoms.
  • trisiloxaneof the general formula (1) can even more specifically comprise where R D and/or R F is ethyl.
  • trisiloxane of the general formula (1) can comprise where R D is ethyl and R F is methyl.
  • some non-limiting examples of trisiloxane of general formula (1) are linear alkyltrisiloxanes selected from the group consisting of ethyltrisiloxane, such as the non-limiting examples of 1,1,1,3,5,5,5- heptamethyl-3-ethyltrisiloxane; octyltrisiloxane, such as the non-limiting example of l,l,l,3,5,5,5-heptamethyl-3-octyltrisiloxane; hexyltrisiloxane such as the non-limiting example of 1 , 1 , 1 ,3,5,5,5-heptamethyl-3-hexyltrisiIoxane, and combinations thereof.
  • ethyltrisiloxane such as the non-limiting examples of 1,1,1,3,5,5,5- heptamethyl-3-ethyltrisiloxane
  • octyltrisiloxane such as the non-limiting example
  • trisiloxane of general formula (1) can be at least one trisiloxane such as those described in U.S. Patent Application Publication No. 2004/0197284A1 which- is incorporated by reference herein in its entirety.
  • trisiloxane of the general formula (1) can be at least one trisiloxane such as those" described in U.S. Patent Application Publication No. 2005/0069564A1 the contents of which are incorporated by reference herein in its entirety.
  • trisiloxane of the general formula (1) can be selected from the group consisting of 3-pentyl-l, 1,1,3,5,5,5- heptamethyltrisiloxane; l ⁇ l ⁇ S ⁇ S-heptamethyl-S-octyltrisiloxane, sold, for example, under the name "Silsoft 034" by the company General Electric; 1,1,1,3,5,5,5- heptamethyl-3-hexyltrisiloxane; 3-(l-ethylbutyl)-l,l,l,3,5,5,5-heptamethyltrisiloxane; 1,1,1 ,3 ,5,5 ,5-heptamethyl-3-( l-methyl ⁇ entyl)trisiloxane; 1,1,1 ,3,5 ,5,5 -heptamethyl-3 -( 1 - methylpropyl)trisiloxane; 3-( 1 , 1 -dimethylethyl)-
  • trisiloxane of the general formula (1) can comprise two or more trisiloxanes of the general formula (1) as described herein.
  • the amount of trisiloxane of the general formula (1) as described above used in trisiloxane-containing composition will vary depending on the intended use of the trisiloxane-containing composition, the other components, the desired result, and the like considerations, and can be readily determined by one of ordinary skill in the industry specific arts.
  • the trisiloxane- of the general formula (1) is present in the trisiloxane-containing composition in an amount of specifically of from about 0.001 to about 99 weight percent based on the total weight of the trisiloxane- containing composition, more specifically of from about 0.01 to about 85 weight percent based on the total weight of the trisiloxane-containing composition, even more specifically of from about 0.1 to about 50 weight percent based on the total weight of the trisiloxane-containing composition and most specifically of from about 0.2 to about 20 weight percent based on the total weight of the trisiloxane-containing composition.
  • the trisiloxane of the general formula (1) is present in the trisiloxane-containing composition in an amount of specifically of from about 10 to about 2 weight percent based on the total weight of the trisiloxane-containing composition.
  • trisiloxane-containing composition further comprises formulation component in an amount of specifically of from about 99 to about 0.001 weight percent based on the total weight of the trisiloxane-containing composition, more specifically of from about 85 to about 0.01 weight percent based on the total weight of the trisiloxane-containing composition, even more specifically of from about 50 to about 0.1 weight percent based on the total weight of the trisiloxane-containing composition and most specifically of from about 20 to about 2 weight percent based on the total weight of the trisiloxane-containing composition.
  • trisiloxane-containing composition further comprises formulation component in an amount of specifically of from about 10 to about 2 weight percent based on the total weight of the trisiloxane-containing composition.
  • formulation component can comprise conventional and known formulation components as they are known in the various industries by those skilled in the art.
  • formulation component is selected from the group consisting of propellant, surfactant, emulsifier, solvent, emollient, moisturizer, humectant, pigment, colorant, fragrance, biocide, preservative, antioxidant, anti-microbial agent, anti-fungal agent, insecticide, paint, antiperspirant agent, aerosol-driver, exfoliants, alcohol, hormone, enzyme, medicinal compound, vitamin, alpha-hydroxy acid, beta-hydroxy acid and/or other hydroxy acid, retinol and its derivatives, niacinamide, skin lightening agent, salt, electrolyte, polyol, absorbing agent for ultraviolet radiation, botanical extract such as the non-limiting examples of herbal extracts and tea tree oils, organic oil, wax, film former, thickening agent, particulate filler, clay, plasticizer, occlusive, sensory enhancer, ester,
  • trisiloxane-containing composition can further comprise silicone fluid other than said trisiloxane of the general formula (1).
  • said silicone fluid other than trisiloxane of general formula (1) can be cyclic siloxane and/or linear silicone fluid such as, decamethylcyclopentasiloxane fluid and/or high molecular weight polyorganosiloxane fluid, respectively.
  • said high molecular weight polyorganosiloxane fluid has a greater viscosity relative to trisiloxane of the general formula (1) and can be selected from the group consisting of organo polydimethylsiloxanes having a viscosity of specifically from about 1 to about 400, more specifically of from about 3 to about 350, and most specifically from about 5 to about 300 centistokes, wherein the organo groups are any of the above described hydrocarbon radicals.
  • organo polydimethylsiloxane can have a viscosity of from about 1 to about 1000 centistokes, more specifically 2 to about 500 centistokes and most specifically 5 to about 10 centistokes.
  • polydimethylsiloxane can have a viscosity of 5 centistokes. In one very specific embodiment, polydimethylsiloxane can have a viscosity of 50 centistokes.
  • trisiloxane-containing composition as described herein can be ⁇ tilized as prepared or as the silicone component in emulsions, such as are described in U.S. Patent Nos. 6,531,540; 6,060,546 and 6,271,295, the contents for all of these patents are incorporated by. reference herein in their entirety.
  • precious metal catalysts suitable for making trisiloxane of general formula (1) and silicone fluid other than trisiloxane of general formula (1) described herein are well known in the art and include complexes of rhodium, ruthenium, palladium, osmium, indium and/or platinum.
  • platinum catalysts for this SiH olefin addition reaction are known, including Karstedt's catalyst, and such platinum catalysts may be used to generate the compositions of the present invention. Additional background concerning the art may be found in J.L.
  • an effective amount of platinum catalyst ranges from about 0.1 to about 50 parts per million of the total trisiloxane-containing composition. In a more specific embodiment an effective amount more specifically ranges from about 1 to about 20 parts per million of the total trisiloxane-containing composition and most specifically from about 4 to about 15 parts per million of the total trisiloxane-containing composition.
  • applying trisiloxane- containing composition comprises using a spray that employs at least one spraying, dispensing, diffusing or mistyfying process.
  • said spraying, dispensing, diffusing or mistyfying processes can be any such conventionally known processes including but not limited by industry typical flow rates, droplet sizes and pressure build-ups.
  • applying the trisiloxane- containing composition comprises using a spray selected from the group consisting of a fragrance and lotion pump, fine mist sprayer, a specialty pump, an anti-clog pump, a spray-through cap, a nozzle, an airless pump, an airless dispenser, a dual dispensing pump, a fine mist pump, a trigger pump, a foam pump, a trigger sprayer, an aerosol sprayer, a squeeze foamer and combinations thereof to provide an application of said spray.
  • a spray selected from the group consisting of a fragrance and lotion pump, fine mist sprayer, a specialty pump, an anti-clog pump, a spray-through cap, a nozzle, an airless pump, an airless dispenser, a dual dispensing pump, a fine mist pump, a trigger pump, a foam pump, a trigger sprayer, an aerosol sprayer, a squeeze foamer and combinations thereof to provide an application of said spray.
  • the process of spraying, dispensing, diffusing or mystifying can comprise a swift sudden stream of ejected liquid or fluid, which includes the non-limiting examples of: a) the process of atomization, i.e. the reduction of infinitesimal particles, such as of a fluid or emulsion, to a fine spray or mist, often by passing the particles through a nozzle; b) the process of sprinkling including irrigation and fire sprinkling, i.e. the distribution of water by spraying it into the air; c) the process of jet streaming, i.e.
  • nozzle is a mechanical device to control the characteristics of a fluid flow as it exits from an enclosed chamber into some medium.
  • the kinetic energy of the flowing medium is increased at the expense of a certain pressure energy of the fluid before passing through the nozzle.
  • applying trisiloxane-containing composition further comprises spraying specifically from about 0.001 milliliters to about SO milliliters per application of spray, more specifically from about 0.01 milliliters to about 5 milliliters per application of spray and most specifically from about 0.1 milliliters to about 0.5 milliliters per application of spray.
  • applying the trisiloxane-containing composition further comprises spraying at a distance of specifically of from about 0.01 centimeters to about 10,000 centimeters from a surface of a substrate, more specifically of from about 0.1 centimeters to about 100 centimeters from a surface of a substrate and most specifically of from about 1 centimeters to about 50 centimeters from a surface of a substrate.
  • method of applying trisiloxane- containing composition further comprises where said trisiloxane-containing composition comprises other than a mold release composition, a cosmetic spray, a gel or an emulsion.
  • the method of applying trisiloxane-containing composition can comprise where the trisiloxane-containing composition further comprises the silicone gels described in U.S. Patent Application No. 11/274,450 filed on November 15, 2005, the contents of which are incorporated herein in their entirety.
  • the method of applying trisiloxane-containing composition can further comprise where said trisiloxane- containing composition exhibits properties that are improved over a sprayable composition containing other than the composition of general formula (1).
  • method of applying trisiloxane-containing composition where trisiloxane-containing composition exhibits properties that are improved over a sprayable composition containing other than the composition of general formula (1) can comprise where other than the composition of general formula (1) can comprise volatile siloxane, such as the non-limiting example of cyclic siloxane. Cyclic siloxanes that are used as volatile siloxanes are well known in the prior art and will not be described in detail herein.
  • said properties that are improved over a sprayable composition containing other than the composition of general formula (1) are at least one selected from the group consisting of reduced run-down, better coverage, improved actives distribution and/or performance, rapid drying, less over- wetting, easy formulation, non-tackiness, improved spreadability, improved homogeneity, improved organic compatibility, reduced skin irritation, improved active delivery, improved skin feel, enhanced SPF, less or more shine as desired, smaller droplet size, and less mechanical stress on the spraying system employed.
  • the improvements of any one or more of the foregoing properties may be synergistic.
  • the method of applying trisiloxane-containing composition herein can advantageously reduce the run-down of sprayable formulations applied in many different industries, for example in sprayable cosmetic or personal care formulations, by the merely adding trisiloxane- containing composition described herein to such formulations.
  • the above described formulation components do not adversely affect or substantially adversely affect the run-down reduction or any of the above-identified improved properties of the trisiloxane-containing composition.
  • the above-mentioned improved properties can be the result of a synergistic effect produced by using a synergistic component selected from the group consisting of emulsifier; preservative; polymer; thixotropic and non-thixotropic film former; sunscreening agent; sunblocking agent, colorant; pigment; fragrance; active ingredient such as the non-limiting examples of vitamin, alpha-hydroxy acid, beta-hydroxy acid and/or other hydroxy acid; retinol and its derivatives; niacinamide; tocopherol and/or its derivatives, skin lightening agent; humectant; occlusive; sensory enhancer; ester; other resin and film former; spherical or other optically active particle including silicone sphere; as well as other silicone; emollient
  • the method of applying trisiloxane- containing composition herein can be used in markets and industries selected from the group consisting of aerospace; agriculture; food & beverage; tissue & non-wovens; automotive including the non-limiting examples of automotive body panels, automotive ' energy management, automotive headliners, automotive headrests and armrests, automotive instrument panels, automotive seating; steering wheels; tires; coatings; inks; paints; construction including the non-limiting examples of construction sealants, discontinuous panels, flexible face panels, windows and doors, pipes; consumer including the non-limiting examples of consumer appliances, footwear, furniture, bedding, carpets; electronics, including automotive electronics; semiconductors; healthcare; homecare including the non-limiting examples of hard surface cleaners, laundry and fabric care, polishes and treatments; industrial assembly; industrial cleaning; mold making; packaging and labeling; power & electric distribution; process industries including the non-limiting examples of apparel & leather, oil & gas, pulp & paper, release; transportation including the non-limiting examples of insulated tanks, shipping containers; pool & spa
  • the method of applying trisiloxane- containing composition herein can further comprise where the personal care markets and industries can comprise using the trisiloxane-containing composition in a personal care application selected from the group consisting of deodorants, antiperspirants, antiperspirant/deodorants, in the non-limiting forms of sprays, sticks and roll-on products; shaving products, skin lotions, moisturizers, toners, bath products, cleansing products, shampoos, conditioners, combined shampoo/conditioners, mousses, styling gels, hair sprays, hair dyes, hair color products, hair bleaches, waving products, hair straighteners, nail polish, nail polish remover, nail creams and/or lotions, cuticle softeners, sunscreen, insect repellent, anti-aging products, lipsticks, foundations, face powders, eye liners, eye shadows, blushes, makeup, mascaras, moisturizing preparations, body and hand preparations, skin care preparations, face and neck preparations, tonics, dressings, hair
  • a personal care application selected
  • the method of applying trisiloxane- containing composition can comprise where trisiloxane-containing composition is used in applications where it is desired to have any coating related advantageous property including but not limited to skin protection, such as the non-limiting examples of sunscreens, hair care products, cosmetics, anti-aging products, moisturizers, skin care products and combinations thereof.
  • skin protection such as the non-limiting examples of sunscreens, hair care products, cosmetics, anti-aging products, moisturizers, skin care products and combinations thereof.
  • the method of applying trisiloxane-containing composition can further comprise where a personal care application is a suncare formulation that can further comprise sunscreen agent selected from the group consisting of UV blocking or UV absorbing sunscreening agent, and combinations comprising at least one of the foregoing sunscreening agents.
  • sunscreen agent selected from the group consisting of UV blocking or UV absorbing sunscreening agent, and combinations comprising at least one of the foregoing sunscreening agents.
  • sunblocking agents are generally inorganic, such as the non- limiting examples of silicone or otherwise treated titanium dioxides, titanium dioxide, silicone or otherwise treated zinc oxides, zinc oxide..
  • absorbing sunscreening agents which are generally organic species include the non-limiting examples of UV-A absorbers, which generally absorb radiation in the 320 to 400 nm region of the ultraviolet spectrum, such as the non-limiting examples of anthranilates, benzophenones, and dibenzoyl methanes; and UV-B absorbers, which generally absorb radiation in the 280 to 320 nm region of the ultraviolet spectrum, such as the non-limiting examples of, p-aminobenzoic acid derivatives, camphor derivatives, cinnamates, and salicylates.
  • organic sunscreening agents include p-aminobenzoic acid, avobenzone cinoxate, dioxybenzone, homosalate, menthyl anthranilate, octocrylene, octyl methoxycinnamate, octyl salicylate, oxybenzone, padimate, phenylbenzimidazole sulfonic acids, sulisobenzone, trolamine salicylate, aminobenzoic acid, amyldimethyl p-aminobenzoic acid, diethanolamine p- methoxycinnamate, digalloyl trioleate, 2- ethylhexyl-2- cyano- 3,3-diphenylacrylate, ethylhexylp-methoxycinnamate, 2-ethylhexyl salicylate, glyceryl aminobenzoate, homomenthyl salicylate, homosa
  • a combination of at least three sunscreening agents is effective. In another embodiment it has been found that a combination of four sunscreening agents is effective, especially where chemical sunscreening agents are used. In a further embodiment, a formulation which comprises a combination of one or several sunblocking agents with one or several sunscreening agents is effective.
  • the sunscreen formulation when trisiloxane-containing composition is formulated in a sunscreen formulation, can be in the form of a lamellar emulsion, a mirocoemulsion, or a nanoemulsion or a pickering emulsion.
  • the emulsions may be a fluid simple emulsion, a fluid multiple emulsion, a rigid simple emulsion, or a rigid multiple emulsion.
  • the simple emulsion or multiple emulsion can comprise a continuous aqueous phase containing dispersed lipid vesicles or oil droplets, or a continuous fatty phase dispersed lipid vesicles or water droplets.
  • the sunscreen application is an emulsion having a continuous aqueous phase, and is usually in form of a sprayable composition, be it single phase, bi- or multiple-phasic, an emulsion, a gel, a lotion and the like.
  • run-down includes any phenomena where the area wetted by trisiloxane-containing composition sprayed onto a surface of a substrate has a reduced or eliminated change in shape or size. This includes gravity driven processes as well as processes driven by any other physical- or mechanical force, such as, but not limited to, capillary forces.
  • the method of applying trisiloxane-containing composition can further comprise where personal care application can further comprise emulsifier selected from the group consisting of non-ionionic biopolymer blends such as the non-limiting examples of sucrose palmitate (and) glyceryl stearate (and) glyceryl stearate citrate (and) sucrose (and) mannan (and) xanthan gum (arlatone V-175) from Uniquema; polyethoxylated emulsif ⁇ ers such as the non-limiting examples of propylene glycol isoceth-3 acetate (Hester PHA) from Bemel or Steareth-2 or Steareth-10 (Volpo S2 and Volpo Sl-) from Croda, laureth-7, laureth-4 (Sepigel® 305) available from SEPPIC; modified polyacrylates such as the non-limiting examples of glycerin (and) glycerin polyacrylate (Hispage
  • the method of applying trisiloxane- containing composition can comprise where trisiloxane-containing composition can be used in a product form that can be anhydrous to non-anhydrous.
  • said product form can be a simple solid, a particle, a solution, a gel-network- stabilized phase and combinations thereof.
  • product forms can be selected from the group consisting of a gel, an emulsion, a dispersion, a sludge, a powder, a bar, a spray, a spritz, a mousse, a stick, a balm, a foundation and combinations thereof.
  • emulsion product form can form a single-phase, a bi-phase, a tri-phase, or can be multiple-phased, lamellar phased, and can form a macro-, micro- or nanoemulsion, and can also form a water-in-oil-in-water, an oil-in-water-in-oil emulsion, a water in silicone emulsion or a silicone in oil emulsion, or can be an anionic-, cationic-, amphoteric- or neutral emulsion, or a pickering emulsion, as well as other physical forms.
  • the method of applying trisiloxane-containing composition can further comprise where trisiloxane-containing composition comprises plasticizer selected from the non-limiting group consisting of lecithin, polysorbates, dimethicone copolyol, glycols, citrate esters, glycerin, dimethicone and combinations thereof.
  • plasticizer selected from the non-limiting group consisting of lecithin, polysorbates, dimethicone copolyol, glycols, citrate esters, glycerin, dimethicone and combinations thereof.
  • a method of manufacture of . trisiloxane-containing composition through a process or a combination of processes known to a person skilled in the art, such as any technique of applying shear, including, but not limited to, hand- or mechanical stirring, high-, medium- or ambient- or low- temperature mixing of any type, homogenization or other special procedures for achieving small droplet sizes in emulsions including, but not limited to, phase-inversion- processes involving heating as well as any cold processes.
  • any technique of applying shear including, but not limited to, hand- or mechanical stirring, high-, medium- or ambient- or low- temperature mixing of any type, homogenization or other special procedures for achieving small droplet sizes in emulsions including, but not limited to, phase-inversion- processes involving heating as well as any cold processes.
  • a method of manufacturing the foregoing personal care applications comprises combining the above-described trisiloxane-containing composition with a personal care ingredient such as is known to those skilled in the art.
  • a personal care ingredient such as is known to those skilled in the art.
  • the disclosed personal care compositions may exhibit a variety of advantages in personal care applications. Some such non-limiting advantages are less run-down, alone or in combination with any active ingredient.
  • Other properties of each of the personal care applications will vary depending on the characteristics of the particular trisiloxane(s) chosen, for example the type(s) of hydrocarbyl radicals present, the presence and type(s) of any substitution(s) on the silicone backbone or on the side chain(s), the molecular weight of the trisiloxane(s), and like considerations, as well as the remaining components of the sprayable personal care application.
  • the desired properties of specific personal care applications can be specifically determined by those skilled in the art.
  • Some specific examples of properties provided by use of the trisiloxanes herein may include reduced tackiness, enhanced spreadability, fast drying, less over-wetting, improved homogeneity, enhanced organic compatibility, improved skin feel, controlled actives delivery, improved shine, and/or reduced skin irritation.
  • Test panels can be used to objectively determine the reduced tackiness, improved homogeneity, enhanced organic compatibility and improved skin feel.
  • the enhanced spreadability may be determined by measuring the coefficient of friction in a sample of the personal care composition.
  • Skin irritation may be determined by measuring the onset of erythema. Sunscreens are evaluated according to their ability to slow erythema or sunburn resulting from exposure to ultraviolet light. Shine may be determined by measuring refractive index using a gloss meter.
  • a personal care formulation such as those described above, comprising silicone gel produced by any process described in U.S. Patent Application No. 11/274,450 filed on November 15, 2005 the contents of which are incorporated herein in their entirety.
  • Comparative Example I shows clear signs of run-down, while Example I does not, as exemplified in FIGURES I and II in the drawings section below. Comparative Example I has a run-down on the above-identified scale of 2. Example I has run-down on the above-identified scale of 0.
  • spray pumps of the same type (Qosmedix Corporation, Edgewood, New York, United States white spray mister with clear overcap Model #29717, spray pump made of polypropylene and bottle is made of polyvinylchloride) to eliminate any possible effect of the pump itself.
  • Figures 3 and 4 in the drawings section below shows that this no-rundown-effect when using ETS is not formulation dependant, but rather a generic benefit of the ETS.
  • Figures 3 and 4 are included to show that the ingredient ETS is the main factor responsible for the decrease in run-down in the Examples over the Comparative .
  • Comparative Example II has a run-down on the above-identified scale of 3.
  • Example II has run-down on the above-identified scale of 0. All the examples and comparative examples herein were sprayed using a well-primed spray bottle. Comparative Example II and Example II were applied from the same distance as Example I and Comparative Example I.
  • Example II and Comparative Example ⁇ were applied using the same number of sprays as indicated in Example I and Comparative Example I.
  • Figures 1-4 are xerographic reproductions of photographs of patterns resulting from the application of compositions within (Examples I and II) and other compositions outside (Comparative Examples I and II) the scope of the disclosure herein, said photographs being taken shortly after (1-6 seconds) application of said compositions.

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  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
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  • Application Of Or Painting With Fluid Materials (AREA)
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Abstract

La présente invention concerne, dans un mode de réalisation spécifique, un procédé d'application d'une composition contenant du trisiloxane sur la surface d'un substrat comprenant : l'application sur une surface d'un substrat d'une composition comprenant un trisiloxane de formule générale (1) : MDM, M étant RARBRCSi01/2, D étant RDRFSiO1/2 dans lesquelles RD et RF représentent chacun indépendamment un radical hydrocarbure monovalent, divalent ou trivalent possédant de 2 à 8 atomes de carbone ou un radical hydrocarbure monovalent, divalent ou trivalent possédant de un à soixante atomes de carbone autres que de 2 à 8 atomes de carbone, à condition qu'au moins un des RD et RF soit un radical hydrocarbure monovalent, divalent ou trivalent possédant de 2 à 8 atomes de carbone, et RA, RB, RC représentant chacun indépendamment un radical hydrocarbure monovalent, divalent ou trivalent possédant de un à soixante atomes de carbone autres que de 2 à 8 atomes de carbone.
PCT/US2007/000986 2007-01-12 2007-01-12 Procédé d'application d'une composition WO2008088323A2 (fr)

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EP07748905A EP2108028A2 (fr) 2007-01-12 2007-01-12 Procédé d'application d'une composition
CN200780052167A CN101627095A (zh) 2007-01-12 2007-01-12 施用组合物的方法
KR1020097014612A KR20100014314A (ko) 2007-01-12 2007-01-12 조성물 도포 방법
JP2009545529A JP2010515566A (ja) 2007-01-12 2007-01-12 組成物の塗布方法
PCT/US2007/000986 WO2008088323A2 (fr) 2007-01-12 2007-01-12 Procédé d'application d'une composition

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WO2012059354A1 (fr) * 2010-11-04 2012-05-10 Wacker Chemie Ag Composition de pâte pour utilisation dans des films de revêtement, des fibres et des textiles et procédé de fabrication
CN108801960A (zh) * 2017-05-01 2018-11-13 浩思特美容与个人护理创新公司 用于定量测量光防护作用的方法和系统
US10456350B2 (en) 2014-06-30 2019-10-29 Amorepacific Corporation Eye make-up cosmetic composition with excellent curling holding force
WO2020068174A2 (fr) 2018-05-18 2020-04-02 The University Of North Carolina At Chapel Hill Compositions, dispositifs et procédés pour améliorer une propriété de surface d'un substrat

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US10060851B2 (en) 2013-03-05 2018-08-28 Plexense, Inc. Surface plasmon detection apparatuses and methods
KR101592241B1 (ko) 2013-04-15 2016-02-05 (주)플렉센스 나노 입자 어레이의 제조 방법, 표면 플라즈몬 공명 기반의 센서, 및 이를 이용한 분석 방법
FR3060383B1 (fr) * 2016-12-21 2019-10-18 L'oreal Composition contenant une phase huileuse continue, un filtre uv liquide ss,ss-diphenylacrylate, un filtre uv liquide salicylate et une huile siliconee volatile non cyclique
CN107345108A (zh) * 2017-07-29 2017-11-14 安徽艺云玻璃有限公司 一种玻璃防晒喷雾及其制备方法
CN110352211B (zh) * 2018-02-02 2023-04-04 莫门蒂夫性能材料股份有限公司 三硅氧烷烷氧基化物组合物
CN109762376A (zh) * 2018-12-18 2019-05-17 沈阳理工大学 一种用于涂层的红外线屏蔽膜层及其制备方法

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US20050069564A1 (en) * 2001-11-13 2005-03-31 Hubertus Eversheim Use of siloxanes as evaporable supports

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012059354A1 (fr) * 2010-11-04 2012-05-10 Wacker Chemie Ag Composition de pâte pour utilisation dans des films de revêtement, des fibres et des textiles et procédé de fabrication
US10456350B2 (en) 2014-06-30 2019-10-29 Amorepacific Corporation Eye make-up cosmetic composition with excellent curling holding force
CN108801960A (zh) * 2017-05-01 2018-11-13 浩思特美容与个人护理创新公司 用于定量测量光防护作用的方法和系统
CN108801960B (zh) * 2017-05-01 2022-12-13 浩思特美容与个人护理创新公司 用于定量测量光防护作用的方法和系统
WO2020068174A2 (fr) 2018-05-18 2020-04-02 The University Of North Carolina At Chapel Hill Compositions, dispositifs et procédés pour améliorer une propriété de surface d'un substrat
WO2020068174A3 (fr) * 2018-05-18 2020-05-28 The University Of North Carolina At Chapel Hill Compositions, dispositifs et procédés pour améliorer une propriété de surface d'un substrat

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KR20100014314A (ko) 2010-02-10
JP2010515566A (ja) 2010-05-13

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