WO2012054029A1 - Compositions réparatrices des cheveux et procédés associés - Google Patents
Compositions réparatrices des cheveux et procédés associés Download PDFInfo
- Publication number
- WO2012054029A1 WO2012054029A1 PCT/US2010/053360 US2010053360W WO2012054029A1 WO 2012054029 A1 WO2012054029 A1 WO 2012054029A1 US 2010053360 W US2010053360 W US 2010053360W WO 2012054029 A1 WO2012054029 A1 WO 2012054029A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- hair
- split
- hair fiber
- tress
- Prior art date
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- 229920006317 cationic polymer Polymers 0.000 claims description 59
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- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 48
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- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 18
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical class C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
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- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
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- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
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- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8164—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)
-
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Definitions
- Hair care compositions are often formulated to have multiple properties.
- a hair conditioner may be formulated to condition hair and also may be formulated to repair hair.
- Hair care compositions with multiple properties are attractive to a consumer in that fewer compositions need be applied to the hair to achieve a desired effect.
- multiple ingredients are often necessary. As the number of ingredients increases, the complexity of the composition increases. The long term stability of such a composition can become compromised due to incompatibilities among the many ingredients.
- compositions formulators are not only faced with the challenges of finding the proper ingredients to provide the desired cosmetic properties but are also faced with the challenge of manufacturing these complicated compositions.
- Such challenges include developing production protocols to produce a composition both on a small scale for initial testing and on a large scale for commercial marketing.
- a greater number of ingredients may translate into a greater number of manufacturing containers required, which itself translates into more time and expense to produce the composition.
- Cosmetic compositions thus are complicated mixtures of ingredients, and with such complexity, require careful consideration when developing production protocols.
- Hair care composition ingredients include conditioning agents, which are often positively charged compounds. Hair fibers have a net negative charge. The positive charge of the conditioning agents is attracted to the overall negative charge of the hair fibers, making the positively charged conditioning agents substantive to the hair. This substantive nature allows the conditioning agent to interact with the hair in order for the conditioning agent to provide its conditioning effect.
- the conditioning effect can include restoring the hair fiber after damage to the hair, such as repairing split-ends.
- Conditioning agents known in the art include quaternary ammonium nitrogen compounds, known as “quats,” and polymers comprising moieties of such compounds, known as “polyquats.”
- the polyquats include polyquaternium-28, a
- PVMMA methylvinylether/maleic acid copolymer
- PEC polyelectrolyte complex
- the stability of PECs may be compromised due to the presence of other ingredients, especially charged compounds and polymers that could disrupt the PEC structure.
- the usefulness of PECs may be limited by their compatibility with other ingredients that may be desirable to include in a hair care composition. Since multiple properties are often desired in hair care compositions, it would be desirable to formulate hair care compositions that include stable combinations of PECs with other hair care ingredients that provide additional desirable properties.
- PVMMA:polyquat-28 PECs consist of only two component ingredients
- the method of producing these PECs is described in the ISP Investments applications as comprising two or three separate containers. Such a method is cumbersome, especially in view of any additional containers required to incorporate additional ingredients. The dedication of two or three containers in a large-scale production facility for the making of one complex is inefficient and costly.
- a consumer purchases hair care products
- the consumer does so based on the properties of the hair care product.
- a consumer with frizzy hair may purchase a product to de-frizz the hair
- a consumer with split-ends may purchase a product to repair the split-ends.
- consumers may purchase hair care products having properties desirable for a particular hair type or hair problem.
- One method is to use still photography, such as described in the ISP Investments applications. However, additional methods are needed.
- the present invention provides a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer in the form of an emulsion with improved freeze-thaw stability relative to comparative compositions containing such polyelectrolyte complexes.
- the present invention provides a hair care composition
- a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer, wherein the viscosity of the composition is greater than 3000 cps.
- the present invention provides a hair care composition
- a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer; from about 1% to about 5% of a thickening agent; about 10% or greater of propylene glycol; and about 5% or greater of an emollient; wherein the percentages are based on the total weight of the composition.
- the present invention provides a hair care composition
- a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer; from about 3% to about 5% of a thickening agent; and about 1% or less of an emollient; wherein the percentages are based on the total weight of the composition.
- the present invention also provides methods of using the compositions described herein, including a method of conditioning a hair fiber and a method of repairing a split-end of a hair fiber.
- the present invention provides a method for improving the freeze- thaw stability of a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer, the method comprising adding to the hair care composition from about 1% to about 5% of a thickening agent, wherein the percentage is based on the total weight of the composition.
- the present invention provides a method for improving the freeze- thaw stability of a hair care composition comprising a polyelectrolyte complex, the method comprising adding to the hair care composition from about 10% or greater of propylene glycol, wherein the percentage is based on the total weight of the composition.
- an aspect of the present invention provides a method of producing a polyelectrolyte complex, the method comprising hydrating a methylvinylether/maleic acid copolymer having repeating units of the formula (Formula I) in a container; reacting the methylvinylether/maleic acid copolymer with a base such as, e.g..
- the present invention also provides a method of producing a polyelectrolyte complex, the method comprising hydrating a methylvinylether/maleic acid copolymer having repeating units of the formula I in a container; reacting the methylvinylether/maleic acid copolymer with a 20% sodium hydroxide solution in the container, wherein the sodium hydroxide is added in an amount sufficient to achieve a pH of from about 6.9 to about 7.0, to form an intermediate mixture; heating the intermediate mixture in the container to a temperature of from about 50 °C to about 60 °C; adding to the intermediate mixture in the container a cationic copolymer of a vinylpyrrolidone of the formula II and a
- the present invention also provides a method of producing a hair care
- composition comprising producing a polyelectrolyte complex, comprising the steps of hydrating a methylvinylether/maleic acid copolymer having repeating units of the formula I in a container; reacting the methylvinylether/maleic acid copolymer with a base such as, e.g., sodium hydroxide, in the container in an amount sufficient to at least partially neutralize the acidic groups thereof, to form an intermediate mixture; heating the intermediate mixture in the container; adding to the intermediate mixture in the container a cationic copolymer of a vinylpyrrolidone of the formula II and a methacrylamidopropyl trimethylammonium chloride of the formula III; mixing the polymers in the container at high shear force and at a temperature of at least about 50-60 °C to produce the polyelectrolyte complex; adding to the polyelectrolyte complex in the container one or more additional components selected from aqueous carriers, surfactants, fragrances, conditioning agents, emollient
- the present invention also provides a method of producing a hair care
- composition comprising producing a polyelectrolyte complex between a
- methylvinylether/maleic acid copolymer and a cationic copolymer of a vinylpyrrolidone and a methacrylamidopropyl trimethylammonium chloride comprising the steps of hydrating a methylvinylether/maleic acid copolymer having repeating units of the formula I in a first container; reacting the methylvinylether/maleic acid copolymer with a base such as, e.g., sodium hydroxide, in the first container in an amount sufficient to at least partially neutralize the acidic groups thereof, to form an intermediate mixture; heating the intermediate mixture in the first container; adding to the intermediate mixture in the first container a cationic copolymer of a vinylpyrrolidone of the formula II and a methacrylamidopropyl
- trimethylammonium chloride of the formula III mixing the polymers in the first container at high shear force and at a temperature of at least about 50-60 °C to produce the polyelectrolyte complex; mixing in a second container one or more components selected from aqueous carriers, surfactants, fragrances, conditioning agents, emollients, emulsifiers, thickening agents, preservatives, gelling agents, silicones, hair fixatives, humectants and moisturizers; and mixing together in the first or second container the polyelectrolyte complex of the first container and the mixed components of the second container.
- the present invention provides a method of graphically
- reconstructing a repair of a split-end of a hair fiber comprising securing a hair fiber to a surface, wherein the hair fiber secured to the surface has a split-end or is damaged while on the surface to produce a split-end; associating the surface with a magnifying device, wherein the split-end is positioned within the field of view of the magnifying device;
- the present invention also provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair, wherein the hair is twice-bleached hair; combing and blow drying the tress of hair to produce at least one hair fiber of the tress having a spilt-end; removing at least one hair fiber having a split- end from the tress; optionally marking the at least one removed hair fiber; capturing a first image of the split-end of the at least one removed hair fiber and storing an electronic representation of the image; associating the at least one marked hair fiber with the tress from which the hair fiber was removed; treating the tress and the at least one marked hair fiber with a composition; removing the at least one marked hair fiber from the tress; capturing a second image of the end of the at least one marked hair fiber, wherein the end is the same end captured for the first image of the split-end of the at least one removed hair fiber;
- One embodiment of the present invention provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair; producing at least one hair fiber of the tress to have a spilt-end; removing at least one hair fiber having a split-end from the tress; marking the at least one removed hair fiber;
- the composition comprises a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer, from about 1% to about 5% of a thickening agent, about 10% or greater of propylene glycol, and about 5% or greater of an emollient, wherein the percentages are based on the total weight of the composition; removing the at least one marked hair fiber from the tress; capturing a second image of the end of the at least one marked hair fiber, wherein the end is the same end captured for the first image of the split-end of the at least one removed hair fiber;
- Another embodiment of the present invention provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair; producing at least one hair fiber of the tress to have a spilt-end; removing at least one hair fiber having a split-end from the tress; marking the at least one removed hair fiber;
- the composition comprises a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer, from about 3% to about 5% of a thickening agent, and about 1% or less of an emollient, wherein the percentages are based on the total weight of the composition; removing the at least one marked hair fiber from the tress; capturing a second image of the end of the at least one marked hair fiber, wherein the end is the same end captured for the first image of the split- end of the at least one removed hair fiber; assigning a value of 0 for no repair of the split-end, 1 ⁇ 2 for partial repair, or 1 for complete repair; and summing the assigned numbers for all marked hair fibers and
- Another embodiment of the present invention provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair; producing at least one hair fiber of the tress to have a spilt-end; removing at least one hair fiber having a split-end from the tress; marking the at least one removed hair fiber;
- the composition comprises a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer, wherein the viscosity of the composition is greater than 3000 cps; removing the at least one marked hair fiber from the tress; capturing a second image of the end of the at least one marked hair fiber, wherein the end is the same end captured for the first image of the split-end of the at least one removed hair fiber; assigning a value of 0 for no repair of the split-end, 1 ⁇ 2 for partial repair, or 1 for complete repair; and summing the assigned numbers for all marked hair fibers and dividing the sum by the total number of marked hair fibers.
- Another embodiment of the present invention provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair; producing at least one hair fiber of the tress to have a spilt-end; removing at least one hair fiber having a split-end from the tress; marking the at least one removed hair fiber;
- composition comprises a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer in the form of an emulsion with improved freeze-thaw stability relative to comparative
- compositions containing such polyelectrolyte complexes removing the at least one marked hair fiber from the tress; capturing a second image of the end of the at least one marked hair fiber, wherein the end is the same end captured for the first image of the split-end of the at least one removed hair fiber; assigning a value of 0 for no repair of the split-end, 1 ⁇ 2 for partial repair, or 1 for complete repair; and summing the assigned numbers for all marked hair fibers and dividing the sum by the total number of marked hair fibers.
- Figure 1 is a bar graph that shows percent mending determined using a method of the present invention with rinse-off conditioners in three cycles. Numbers in parentheses are percent polyelectrolyte complex (PEC). The number of fibers tested for the various compositions were 20, 100, and/or 50.
- Figure 2 is a bar graph that shows percent mending determined using a method of the present invention with leave-in compositions in one treatment. Twenty fibers were tested for each composition.
- FIG. 3 is a drawing showing the mending of a split-end using polyelectrolyte complexes (PECs).
- PECs polyelectrolyte complexes
- PECs attach to the site of the split-end, form a network with themselves and the fiber assembly, and shrink as they dry binding the split end from within.
- Figures 4A-4D show still photography of the mending of a variety of split-end types.
- Figure 5 shows still photography taken from video of the mending of split-ends during the process of mending.
- Figure 6 is a schematic diagram of an image data capture system in accordance with an embodiment of the invention.
- the present invention is predicated on the surprising and unexpected discovery of stable compositions containing polyelectrolyte complexes (PECs) and other hair benefit agents, particularly charged species, wherein the PECs remain intact and exhibit hair repair efficacy. It was unexpectedly found that the PECs can be combined with other charged hair benefit agents, such as, e.g., cationic conditioning agents, without disrupting the complex that defines the PEC structure. Due to this unexpected discovery, the present invention provides compositions that not only provide the hair mending effect of PECs but also provides the advantages of other hair benefit agents, such as, e.g. , charged hair benefit agents, e.g. , quaternary ammonium salts, cationic conditioning polymers, and the like.
- PECs polyelectrolyte complexes
- other hair benefit agents particularly charged species
- Suitable hair benefit agents that can be combined with PECs in accordance with the present invention include, for example, stearamidopropyl dimethylaniine, polyquaternium-37, polyquaternium- 7, polyquaternium-39, DC 5-71 13 (silicone quaternium-16 and undeceth-1 1 and butyloctanol and undeceth-5), Abil ® T Quat 60 (silicone quaternium-22), quaternium-80, Merquat ® 2001 (polyquaternium-47), and acrylic acid/VP crosspolymer.
- Other suitable charged hair benefit agents are described herein.
- the present invention also provides a one-container process for producing a PEC.
- the process of the present invention also allows for the production of PECs of the same particle size distribution as those prepared using conventional processes requiring two or more separate containers.
- the present invention provides a more efficient and cost effective process for manufacturing PECs and hair care compositions containing PECs.
- the present invention also allows for concentrations of PECs greater than 4 wt. %, e.g., 8 wt. %.
- the present invention has the advantage of providing methods that can graphically demonstrate the benefits of a hair care composition such that the benefits can then be effectively communicated to consumers. Consumers purchase hair care products based on the properties of the hair care products. Effectively communicating to these consumers the beneficial properties of a hair care product composition, then, is very important so that the consumers can make informed purchasing decisions when comparing competing hair care products.
- the present invention further has the advantage of providing a test method that allows for showing improved results of split-end mending of a hair care composition such that the benefits of the hair care composition can then be effectively communicated to consumers.
- Most split-end mending test methods use virgin hair where the split-ends are mechanically induced. It is likely that virgin hair is used in order for the ingredients of a split-end mending composition to act solely on the mechanically induced damage. In other words, in virgin hair, there is no other damage to the hair besides the split-ends. Therefore, the mending composition directs its mending capabilities only to the split-end damage. The mending ingredients of such a composition, then, would not be wasted on other parts of the hair.
- the present invention provides a hair care composition
- a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer in the form of an emulsion with improved freeze-thaw stability relative to comparative compositions, e.g., made by formulating the PECs described in U.S. Patent Application Publication Nos.
- compositions of the present invention provide unexpected freeze-thaw stability. Freeze-thaw stability is an important property of hair care compositions particularly for purposes of transport and storage which often exposes the compositions to low
- a composition containing PECs is not inherently unstable under freeze/thaw conditions. However, when combined with one or more fatty alcohols (e.g., cetyl, stearyl, etc.), which have been used in the art to thicken conditioner compositions, at e.g., about 3 wt. %, the formulation will be unstable during freeze/thaw. The composition will get grainy and chunky.
- fatty alcohols e.g., cetyl, stearyl, etc.
- compositions with PECs that contain about 5% fatty alcohol do not have long term high temperature stability.
- the viscosity of such a composition continues to increase over time (e.g., over 100,000 cps after 2-3 months at 45 °C).
- the present inventors have found that the addition of Salcare ® improves viscosity control; that is, viscosity is controlled to stay within, e.g., about 20,000- 40,000 cps.
- compositions of the present invention can contain a thickening agent.
- Thickening agents add viscosity to a composition such that a composition with a greater amount of a given thickening agent has a higher viscosity.
- the thickening agent can be, for example a quaternary ammonium nitrogen compound or polymer, for example
- polyquaternium-37 and for example where polyquaternium-37 is in a mixture with propylene glycol dicaprylate/dicaprate and polypropylene glycol- 1 trideceth-6.
- Salcare ® SC 96 from Ciba ® /BASF, Basel, Switzerland is an example of such a mixture.
- Salcare ® SC 96 is 65% polyquaternium-37, 25% propylene glycol dicaprylate/dicaprate, 10% PPG-1 trideceth-6.
- Other suitable thickening agents also can be added to the compositions of the present invention including, for example, xanthan gum, acrylic acid/VP crosspolymer (e.g.,
- UltrathixTM P-100 ISP, Wayne, NJ, USA
- PVP PVP K-90
- PEG-90M PEG-90M
- styrene/VP copolymer PVP
- the present invention provides a hair care composition
- a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer, wherein the viscosity of the composition is greater than 3000 cps.
- compositions of the present invention can be varied based on the amount of thickening agent and/or other ingredients added.
- the compositions of the present invention may comprise thickening agents in a concentration of from about 1 wt. % to about 10 wt. %.
- the thickening agent may be present in an amount in wt.
- % e.g., from about 1% to about 10%, from about 1% to about 9%, from about 1% to about 8%, from about 1% to about 7%, from about 1% to about 6%, from about 1% to about 5%, from about 1% to about 4%, from about 1% to about 3%, from about 1% to about 2%, from about 2% to about 10%, from about 2% to about 9% » 2% to about 8%, from about 2% to about 7%, from about 2% to about 6%, from about 2% to about 5%, from about 2% to about 4%, from about 2% to about 3%, from about 3% to about 10%, from about 3% to about 9%, from about 3% to about 8%, from about 3% to about 7%, from about 3% to about 6%, from about 3% to about 5%, from about 3% to about 4%, from about 4% to about 10%, from about 4% to about 9%, from about 4% to about 8%, from about 4% to about 10%, from
- the viscosity of the compositions of the present invention can range, e.g. , from about 3000 cps to about 100,000 cps, or, e.g., from about 20,000 cps to about 40,000 cps, as measured by RV T-B, 10 rpm, 1 min, at 25 °C for viscosities under 50,000 cps or RV T-C, 5 rpm, 1 min, at 25 °C for viscosities above 50,000 cps, but below 100,000 cps.
- the viscosity of the compositions of the present invention can range from about 3000 to about 100,000 cps, from about 4000 to about 100,000 cps, from about 5000 to about 100,000 cps, from about 6000 to about 100,000 cps, from about 7000 to about 100,000 cps, from about 8000 to about 100,000 cps, from about 9000 to about 100,000 cps, from about 10,000 to about 100,000 cps, from about 20,000 to about 100,000 cps, from about 30,000 to about 100,000 cps, from about 40,000 to about 100,000 cps, from about 50,000 to about 100,000 cps, from about 60,000 to about 100,000 cps, from about 70,000 to about 100,000 cps, from about 80,000 to about 100,000 cps, from about 90,000 to about 100,000 cps, from about 3000 to about 90,000 cps, from about 4000 to about 90,000 cps, from about 5000 to about 90,000 cps, from about 6000 to
- the composition contains a thickening agent, propylene glycol, and a relatively high concentration of an emollient, e.g. , in an amount of 5 wt. % or greater.
- emollients can include, e.g., one or more fatty alcohols.
- compositions of the present invention may contain propylene glycol in concentrations of about 10 wt. % or greater, about 20 wt. % or greater, about 30 wt. % or greater, about 40 wt. % or greater, or about 50 wt. % or greater.
- the present invention also provides a hair care composition
- a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer; from about 1% to about 5% of a thickening agent; about 10% or greater of propylene glycol; and about 5% or greater of an emollient; wherein the percentages are based on the total weight of the composition.
- the present invention provides a hair care composition that includes a polyelectrolyte complex of a cationic polymer and an anionic polymer, in combination with from about 3% to about 5% of a thickening agent, and about 1% or less of an emollient, wherein the percentages are based on the total weight of the composition.
- the composition of the present invention is preferably substantially free of propylene glycol.
- substantially free of propylene glycol means that the composition of the present invention contains less than about 1 wt. % propylene glycol, less than about 0.5 wt. % propylene glycol, less than about 0.1 wt. % propylene glycol, and more preferably 0 wt. % or no propylene glycol.
- compositions of the present invention can include one or more emollients.
- Emollients can, e.g., soften and/or soothe skin.
- Suitable emollients can include, for example, fatty alcohols such as, e.g., cetyl alcohol, stearyl alcohol, and combinations thereof.
- Fatty alcohols can sometimes be used to thicken compositions as well as provide emollient properties.
- compositions of the present invention e.g., 5% fatty alcohol/1% Salcare ® SC 96 and 1% fatty alcohol/5% Salcare ® SC 96, exhibit roughly the same emulsion properties (e.g., viscosity, rheology, yield value, appearance, color).
- the emollient concentration can be reduced to about 1 wt. % or less in a composition with 2 wt. % PECs where the composition also has from about 3 wt. % to about 5 wt. % of a thickening agent.
- the wt. % range of fatty alcohols can be expanded when the concentration of PECs is lower. Even with a low concentration of emollient fatty alcohols, PEC compositions have been found to still provide an acceptable sensory experience.
- the PEC composition retains an acceptable viscosity. Additionally, the combination of a low concentration of emollient fatty alcohol and PECs with from about 3 wt. % to about 5 wt. % thickening agent provides for a rich, white opacity not observed with any of these ingredients individually.
- the concentration of the emollient in the compositions of the present invention desirably can be tailored based on the concentration of thickening agent.
- the emollient concentration can range, e.g., from zero to less than about 1 wt. %, zero to about 0.9 wt. %, zero to about 0.8 wt. %, zero to about 0.7 wt. %, zero to about 0.6 wt. %, zero to about 0.5 wt. %, zero to about 0.4 wt. %, zero to about 0.3 wt. %, zero to about 0.2 wt.
- % zero to about 0.1 wt. %, 0.1 wt. % to less than about 1 wt. %, 0.1 wt. % to about 0.9 wt. %, 0.1 wt. % to about 0.8 wt. %, 0.1 wt. % to about 0.7 wt. %, 0.1 wt. % to about 0.6 wt. %, 0.1 wt. % to about 0.5 wt. %, 0.1 wt. % to about 0.4 wt. %, 0.1 wt. % to about 0.3 wt. %, 0.1 wt. % to about 0.2 wt.
- % 0.2 wt. % to less than about 1 wt. %, 0.2 wt. % to about 0.9 wt. %, 0.2 wt. % to about 0.8 wt. %, 0.2 wt. % to about 0.7 wt. %, 0.2 wt. % to about 0.6 wt. %, 0.2 wt. % to about 0.5 wt. %, 0.2 wt. % to about 0.4 wt. %, 0.2 wt. % to about 0.3 wt. %, 0.3 wt. % to less-than about 1 wt. %, 0.3 wt.
- the concentration of emollient can have a range bounded by any two of the aforementioned endpoints.
- the emollient concentration can be, e.g., from about 5 wt.
- wt. % or greater about 6 wt. % or greater, about 7 wt. % or greater, about 8 wt. % or greater, about 9 wt. % or greater, about 10 wt. % or greater, about 20 wt. % or greater, about 30 wt. % or greater, about 40 wt. % or greater, or about 50 wt. % or greater.
- P VMM A/poly quat-28 PECs can be formed around the 1 :9 weight percent ratio, such that a ratio slightly higher or lower than 1 :9 will have some amount of PECs present.
- the weight percent ratio can range from about 1 :8 to about 1 :10 PVMMA:polyquat-28.
- PECs may be determined based on the charge-charge ratio of polymers. PECs are usually formed when the charge- charge ratio of the polymers is 1 : 1. Therefore, PECs are likely to form when, e.g. , each negative charge of a polymer is balanced by a positive charge of another polymer. However, PECs may exist at other charge-charge ratios. For example, PECs can be formed around the 1 : 1 charge-charge ratio, such that a ratio slightly higher or lower than 1 : 1 will have at least some amount of PECs present. A phase diagram can be produced to determine the presence of PECs at varying charge-charge ratios.
- compositions of the present invention may comprise a polyelectrolyte complex wherein a cationic polymer comprises one or more monomeric units with one or more quaternary ammonium nitrogen moieties, for example, vinylpyrrolidone/methacrylamidopropyl trimethylammonium chloride copolymer (polyquaternium-28).
- Non-limiting examples of other cationic polymers that may be used in forming PECs include other polyquat polymers such as polyquaternium-7, polyquaternium- 10, or polyquaternium-11.
- the compositions of the present invention may comprise a polyelectrolyte complex wherein an anionic polymer comprises monomeric units having ionizable carboxylic acid moieties, for example, a methylvinylether/maleic acid copolymer.
- an anionic polymer that may be used in forming PECs is
- Polymers with ionizable groups may require the adjustment of the pH in order for a polyelectrolyte complex to form. Adjustment of the pH alters the percent of ionizable groups that are ionized and thus adjusts the number of groups that may interact through ionic bonds. Production of phase diagrams at varying pHs can be used to determine the proper pH for PEC formation. For
- a pH range of from about 6.5 to about 7.5 may be used for PEC formation.
- the suitable pH can range from about 6.5 to about 7.5, from about 6.6 to about 7.5, from about 6.7 to about 7.5, from about 6.8 to about 7.5, from about 6.9 to about 7.5, from about 7.0 to about 7.5, from about 7.1 to about 7.5, from about 7.2 to about 7.5, from about 7.3 to about 7.5, from about 7.4 to about 7.5, from about 6.5 to about 7.4, from about 6.6 to about 7.4, from about 6.7 to about 7.4, from about 6.8 to about 7.4, from about 6.9 to about 7.4, from about 7.0 to about 7.4, from about 7.1 to about 7.4, from about 7.2 to about 7.4, from about 7.3 to about 7.4, from about 6.5 to about 7.3, from about 6.6 to about 7.3, from about 6.6 to about 7.3, from about 6.6 to about 7.3, from about 6.6 to about 7.3, from about 6.6 to about 7.3, from about 6.6 to about 7.3, from
- the pH of a composition may be adjusted using neutralizing/buffering agents.
- a basic neutralizer can be used, such as a hydroxide compound.
- Suitable hydroxide compounds include strong bases such as sodium hydroxide.
- an acidic neutralizer can be used, such as citric acid. Any suitable concentration of neutralizer can be used, including from about 0.1 wt. % to about 30 wt. %, from about 1 wt. % to about 30 wt. %, from about 2 wt. % to about 30 wt. %, from about 3 wt. % to about 30 wt. %, from about 4 wt. % to about 30 wt.
- wt. % from about 5 wt. % to about 30 wt. %, from about 10 wt. % to about 30 wt. %, from about 20 wt. % to about 30 wt. %, 0.1 wt. % to about 20 wt. %, from about 1 wt. % to about 20 wt. %, from about 2 wt. % to about 20 wt. %, from about 3 wt. % to about 20 wt. %, from about 4 wt. % to about 20 wt. %, from about 5 wt. % to about 20 wt. %, from about 10 wt. % to about 20 wt. %.
- wt. % 0.1 wt. % to about 10 wt. %, from about 1 wt. % to about 10 wt. %, from about 2 wt. % to about 10 wt. %, from about 3 wt. % to about 10 wt. %, from about 4 wt. % to about 10 wt. %, from about 5 wt. % to about 10 wt. %, 0.1 wt. % to about 5 wt. %, from about 1 wt. % to about 5 wt. %, from about 2 wt. % to about 5 wt. %, from about 3 wt. % to about 5 wt.
- wt. % from about 4 wt. % to about 30 wt. %, 0.1 wt. % to about 4 wt. %, from about 1 wt. % to about 4 wt. %, from about 2 wt. % to about 4 wt. %, from about 3 wt. % to about 4 wt. %, 0.1 wt. % to about 3 wt. %, from about 1 wt. % to about 3 wt. %, from about 2 wt. % to about 3 wt. %, 0.1 wt. % to about 2 wt. %, from about 1 wt. % to about 2 wt. %.
- the concentration of neutralizer can have a range bounded by any two of the aforementioned endpoints. So long as the PECs have formed under desired pH conditions, the final pH of any resulting composition comprising the PECs may be the same or different from the pH at which the PECs were formed, so long as the PECs remain intact.
- the PVMMA/polyquat-28 PECs have the ability to mend split-ends of hair fibers. Hair has a net negative charge. Without being bound to any particular theory, PECs are believed to be substantive to the hair fiber and adhere the ends of a split-end together through adhesive properties. The positive charges of the polyquat-28 polymer are attracted to the negatively charged hair fibers and are substantive to the hair. Since the negatively charged PVMMA polymer is complexed to the polyquat-28, the PVMMA also is drawn to the hair. The ends of the split-end are then adhered together through the adhesive action of multiple PECs interacting with the ends of the split-end and/or each other (e.g., in film-formation where the film contracts while drying). Additionally, the surface tension experienced by the ends of the split-end due to the interaction of water during film-formation assists in adhering the ends together.
- the particle size of PECs should allow the PECs access to the ends of a spilt-end in order for the PECs to mend damaged hair fibers. As long as the PECs have access to the ends of a split-end, the particle size distribution can have any suitable average PEC particle size.
- Suitable average PEC particle sizes can include, e.g. , an average PEC particle size of from about 0.5 micrometer to about 40 micrometers, from about 0.5 micrometer to about 30 micrometers, from about 0.5 micrometer to about 20 micrometers, from about 0.5 micrometer to about 10 micrometers, from about 0.5 micrometer to about 5 micrometers, from about 0.5 micrometer to about 3 micrometers, from about 0.5 micrometer to about 2 micrometers, from about 0.5 micrometer to about 1 micrometers, from about 1 micrometer to about 40 micrometers, from about 1 micrometer to about 30 micrometers, from about 1 micrometer to about 20 micrometers, from about 1 micrometer to about 10 micrometers, from about 1 micrometer to about 5 micrometers, from about 1 micrometer to about 3 micrometers, from about 1 micrometer to about 2 micrometers, from about 2 micrometers to about 40 micrometers, from about 2 micrometers to about 30 micrometers, from about 2 micrometers to about 20 micrometers, from about 2
- the average PEC particle size distribution can have a range bounded by any two of the aforementioned endpoints.
- the compositions of the present invention have a PEC particle distribution with an average PEC particle size of about 5 ⁇ 3 micrometers.
- the compositions of the present invention also can include PEC particles that exist within an interlocking microgel structure.
- compositions of the present invention can incorporate PECs at higher concentrations than previously recognized as achievable in the art.
- the compositions of the present invention can include PECs of PVMMA/polyquat-28 at a concentration of 8 wt. %.
- concentration of PECs in a hair care composition may be varied.
- the compositions of the present invention may contain the polyelectrolyte complex in a concentration of from about 1% to about 8% based on the total weight of the
- compositions of the present invention may contain the polyelectrolyte complex is in a concentration of from about 2% to about 4% based on the total weight of the composition.
- concentration of PECs may be from about 0.1% to about 8%, from about 0.1% to about 7%, from about 0.1% to about 6%, from about 0.1% to about 5%, from about 0.1% to about 4%, from about 0.1% to about 3%, from about 0.1% to about 2%, from about 0.1% to about 1%, from about 0.1% to about 0.5%, from about 0.5% to about 8%, from about 0.5% to about 7%, from about 0.5% to about 6%, from about 0.5% to about 5%, from about 0.5% to about 4%, from about 0.5% to about 3%, from about 0.5% to about 2%, from about 0.5% to about 1%, 1% to about 8%, from about 1% to about 7%, from about 1% to about 6%, from about 1% to about 5%>, from about 1% to about 4%, from about 1% to about
- PEC formation may be confirmed using any suitable method.
- An example of a suitable method includes microscopy. Under a light microscope, the structure of a polymer- polymer system can be investigated, and the sizes of any particles present can be determined using sizing software. Such a method can yield the particle size distribution of PECs, provided the presence of other ingredients does not obscure the PEC structure.
- Another method includes determining the particle size distribution using a Malvern particle size analyzer.
- the physical properties of a composition of only PECs in a carrier solvent can indicate the presence of the PECs. For example, as the presence of PECs increases, such a composition increases in haziness and opacity. Also, the viscosity of such a composition decreases to a minimum that corresponds to the presence of the greatest amount of PECs for a given polymer-polymer system, where the PECs are the most compact.
- compositions of the present invention may be in the form of, e.g. , shampoos, conditioners, gels, rinses, emulsions (oil-in- water, water-in-oil or multiphase), lotions, creams, cremes, ointments, pomades, sprays (pressurized or non-pressurized), spritzes, mousses, foams, shampoos, solutions, and solids (e.g., as sticks, semisolids and the like).
- the hair care compositions of the present invention can include other components that may be suitable for use in these types of compositions.
- such components are compatible with PECs, in that the components do not disrupt PEC structure.
- compositions can be meant for rinse-out, leave-in, and/or overnight treatments.
- the hair care compositions of the present invention may comprise mixing a polyelectrolyte complex with one or more components selected from aqueous carriers, surfactants, neutralizers, fragrances, conditioning agents, emulsifiers, thickening agents, preservatives, gelling agents, silicones, hair fixatives, humectants and moisturizers to form a hair care composition.
- aqueous carriers surfactants, neutralizers, fragrances, conditioning agents, emulsifiers, thickening agents, preservatives, gelling agents, silicones, hair fixatives, humectants and moisturizers.
- the aqueous carrier can include any suitable quantity of water, e.g., from about 25 wt% to about 97 wt% water (e.g., from about 30% to about 95% water).
- the composition of the present invention can include from about 30 wt. % to about 97 wt. % water, from about 50 wt. % to about 80 wt. % water, or from about 60 wt. % to about 70 wt. % water.
- the water used in the composition of the present invention can be deionized water.
- Suitable emulsifiers can include, for example, PPG-3 benzyl ether myristate ⁇ e.g., Crodamol STS; Croda, Inc., Edison, NJ, USA), arachidyl alcohol and behenyl alcohol and arachidyl glucoside ⁇ e.g., Montanov ® 202; SEPPIC, Paris, France), polyacrylamide and CI 3- 14 isoparaffin and laureth-7 (e.g., SepigelTM 305; SEPPIC), glyceryl stearate, isoceteth-20, oleth-2, methoxy PEG/PPG-7/3 aminopropyl dimethicone, PEG/PPG-18/18 Dimethicone (e.g., DC-190; Dow Corning), PEG-12 dimethicone, PEG-40 hydrogenated castor oil, PEG-6 caprylic/capric triglyceride, aminomethyl propanol (AMP-95), and polyglycerol
- Suitable surfactants e.g., detersive and/or cleansing surfactants, may be used, including, for example, disodium laureth sulfosuccinate, sodium laureth sulfate, polysorbate 20, polysorbate 60, cocamidopropyl betaine, and stearalkonium chloride.
- Such surfactants may be present in a shampoo composition.
- a conditioner preferably is substantially free of detersive surfactants, unless the conditioner is a two-in-one combination of a shampoo and conditioner.
- substantially free of detersive surfactants means that the composition of the present invention contains less than about 2 wt. % detersive surfactants and more preferably less than about 1 wt. %, e.g., 0 wt. % or no detersive surfactants.
- Suitable conditioning agents can include, for example, tertiary or quaternary amines such as stearamidopropyl dimethylamine, polyquaternium-47 (e.g., Merquat ® 2001 ; Nalco, Naperville, IL, USA), silicone quaternium-22 (e.g. , Abil ® T Quat 60; Evonik, Essen, Germany), cocamidopropyl betaine, polyquaternium-1 1, polyquaternium-39,
- tertiary or quaternary amines such as stearamidopropyl dimethylamine, polyquaternium-47 (e.g., Merquat ® 2001 ; Nalco, Naperville, IL, USA), silicone quaternium-22 (e.g. , Abil ® T Quat 60; Evonik, Essen, Germany), cocamidopropyl betaine, polyquaternium-1 1, polyquaternium-39,
- polyquaternium-4 (Celquat ® H-100; Akzo Nobel, Amsterdam, Netherlands), polyquaternium- 4 (Celquat ® L-200; Akzo Nobel) to 0.5 wt. %, polyquaternium-7, polyquaternium 10, and quaternium-80.
- suitable conditioning agents include, e.g.
- Aqu D 4272 N-Hance SP100 (Acrylamidopropoyltrimonium Chloride/ Acrylamide Copolymer), Distearoylethyl Dimonium Chloride; Cetearyl Alcohol (Varisoft EQ 65), Rhodia Guar S, Behenyltrimethyl Ammonium Chloride, and Behentimonium Chloride/Cetearyl Alcohol.
- an effective amount of at least one preservative may be incorporated in the composition.
- the preservative can be selected to kill bacteria that might otherwise be sustained or multiply in the composition.
- Suitable preservatives can include, for example, DMDM hydantoin, disodium EDTA, KathonTM CG (actives: 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one) and the like, and combinations thereof.
- Suitable gelling agents can be used. Suitable gelling agents can include, for example, acrylic acid/VP crosspolymer (e.g., Ultrathix P-100; ISP).
- acrylic acid/VP crosspolymer e.g., Ultrathix P-100; ISP.
- Suitable silicones can be added, e.g., to improve conditioning of hair.
- Suitable silicones can include, for example, polysiloxanes, including dimethicone, dimethiconol, cyclopentasiloxane, and cyclohexasiloxane. These include, e.g., Abil ® OSW 5 (84%
- Cyclopentasiloxane 15% Dimethiconol, 1% Dimethicone; Evonik, Essen, Germany
- DC- 200 dimethicone; Dow Corning, Midland, MI, USA
- Fluid Blend 80% cyclomethicone, 20% dimethicone
- DC-1501 D5/Dimethiconol; Dow Corning
- silicones include, for example, DC-949 (60% amodimethicone, 5% trideceth-12, 5% cetrimonium chloride, 30% water; Dow Corning), DC-8500 (82% Bis(C13-15 Alkoxy) PG- Amodimethicone, 18% C14-15 Alcohols; Dow Corning), aminopropyl dimethicone, DC 5- 7113 Silicone Quat Microemulsion (66% Water, 25% Silicone Quaternium-16, 7.4%
- Suitable hair fixative may be used. Suitable examples include, for example VP/methacrylamide/vinyl imidazole Copolymer (e.g., LUVISET ® Clear; BASF), acrylic acid/vinylpyrrolidone crosspolymer (e.g., UltrathixTM P-100; ISP), vinyl
- caprolactum/VP/dimethylaminoethyl methacrylate copolymer (Advantage ® S; ISP), and VP/VA Copolymer.
- Additional ingredients may be added, including, for example, Cocos nucifera (coconut) oil, mineral oil (paraffinum liquidum), sodium chloride, hydrolyzed silk, keratin amino acids, ascorbic acid, panthenol, tocopherol acetate, biotin, niacinamide,
- triethanolamine triticum vulgare (wheat) flour lipids, ceramide 3, persea gratissima
- a propellant may be used, including isobutane and propane and 152A (78.5%) A46; 28.5%> HFC 152A).
- Fatty acids can be used, such as myristic acid, palmitic acid, and stearic acid.
- Additional components and/or ingredients can be provided to impart beneficial properties to the hair, e.g. , components and/or ingredients for imparting softness to the hair after drying, providing moisturization to the hair, providing pleasing consistency/viscosity of the composition, and providing volume/fullness to the hair.
- An embodiment of a composition of the present invention can include, for example, 1-2 wt. % PEC of PVMMA copolymer and polyquaternium-28 in a 1 :9 ratio.
- Such a complex can be manufactured in a side tank and added to the main batch tank after an emulsion phase is prepared and when the emulsion phase has cooled to 45-65 °C.
- a tertiary or quaternary amine at approximately 1 -2 wt. % can be included in the emulsion phase and neutralized to a pH of about 4.0-6.0.
- Fatty alcohol e.g., cetyl and/or stearyl
- % in conjunction with a low-HLB co-emulsifier such as glyceryl monostearate, distearate, or the like, in a 5:1 ratio and can be included in the emulsion phase.
- Silicones at, e.g., 0.1-10 wt. %, or a blend of dimethicones, cylcomethicones, phenyl and/or amino functional silicones also can be included.
- An emollient ester, such as PPG-3 benzyl ether myristate (e.g. , Crodamol STS), at, e.g. , 1-4 wt. % can be added to enhance product spreadability in addition to enhancing shine and hair feel.
- Propylene glycol at 10% can be included to improve freeze/thaw stability.
- Salcare ® SC-96 can also be included, which can be after the emulsion phase and when the batch has cooled to 45-65 °C, at, e.g., 0.1-5 wt. % to increase viscosity, improve conditioned feel in hair, and improve long term stability and viscosity control.
- Another embodiment of a composition of the present invention can include, for example, the same composition except with approximately 1 % fatty alcohol, no emollient ester, and Salcare ® SC 96 at, e.g., 1-7 wt. %.
- % fatty alcohol can include PEC complex that has been made first in a main tank, with the rest of the composition then made in the same tank, where Salcare ® SC-96 has been increased to, e.g. , 1-7 wt. %.
- An embodiment of a composition with approximately 1 wt. % fatty alcohol can include PEC complex that has been made first in a main tank, with the rest of the composition then made in the same tank, where Salcare ® SC- 96 has been increased to, e.g., 3-10 wt. %.
- the present invention also provides embodiments of hair care formulations and their method of use that do not: increase the force required to comb hair, as compared to untreated hair; increase the force required to separate the adhesion of two hair fibers, as compared to untreated hair; increase the "three point bending" force, as compared to untreated hair; increase Young's Modulus, as compared to untreated hair; reduce the luster/shine of hair, as compared to untreated hair; or impart other quantifiable "negative” attributes.
- compositions of the present invention may be used in any suitable method for treating hair.
- compositions described herein may be used for conditioning a hair fiber by applying a composition to the hair fiber and rinsing the hair fiber with water. After rinsing, the hair fiber may be dried with a blow dryer, combed, and/or styled using styling products or compositions.
- compositions described herein may be used to repair a split-end of a hair fiber by applying a composition to the split-end and rinsing the split-end with water. This method also may be followed by blow drying, combing, and/or styling.
- the compositions described herein further may be used in a method of thickening a hair fiber by applying to the hair fiber a composition of the present invention and rinsing the hair with water.
- the freeze-thaw stability of a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer may be improved by adding to the hair care composition from about 1% to about 5% of a thickening agent, wherein the percentage is based on the total weight of the composition.
- the thickening agent can include a quaternary ammonium nitrogen compound or polymer, e.g., polyquaternium-37, or a mixture of polyquaternium-37 with propylene glycol dicaprylate/dicaprate and polypropylene glycol- 1 trideceth-6.
- freeze-thaw stability of a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer may be improved by adding to the hair care composition from about 10% or greater of propylene glycol, wherein the percentage is based on the total weight of the composition.
- one aspect of the present invention provides a method of producing a polyelectrolyte complex, the method comprising hydrating a methylvinylether/maleic acid copolymer having repeating units of the formula (Formula I) in a container; reacting the methylvinylether/maleic acid copolymer with a base such as, e.g., sodium hydroxide, in the container in an amount sufficient to at least partially neutralize the acidic groups thereof, to form an intermediate mixture; heating the intermediate mixture in the container; adding to the intermediate mixture in the container a cationic copolymer of a vinylpyrrolidone of the formula (Formula II)
- the present invention also provides a method of producing a hair care composition comprising producing a polyelectrolyte complex, comprising the steps of hydrating a methylvinylether/maleic acid copolymer having repeating units of the formula I in a container; reacting the methylvinylether/maleic acid copolymer with a base such as, e.g.
- sodium hydroxide e.g., a 20% sodium hydroxide solution, e.g. , in water
- sodium hydroxide e.g., a 20% sodium hydroxide solution, e.g. , in water
- the container in an amount sufficient to at least partially neutralize the acidic groups thereof (e.g., by adding sufficient base to achieve a pH of from about 6.9 to about 7.0), to form an intermediate mixture; heating the intermediate mixture in the container, e.g. , to a temperature of from about 50 °C to about 60 °C; adding to the intermediate mixture in the container a cationic copolymer of a vinylpyrrolidone of the formula II and a methacrylamidopropyl
- the process of the present invention optionally includes further adding to the polyelectrolyte complex in the container one or more additional components selected from aqueous carriers, surfactants, fragrances, conditioning agents, emollients, emulsifiers, thickening agents, preservatives, gelling agents, silicones, hair fixatives, humectants and moisturizers; and mixing the resulting composition in the container.
- additional components selected from aqueous carriers, surfactants, fragrances, conditioning agents, emollients, emulsifiers, thickening agents, preservatives, gelling agents, silicones, hair fixatives, humectants and moisturizers; and mixing the resulting composition in the container.
- the present invention also allows for producing a hair care composition in two containers, the PECs being produced in one container and the rest of the composition being produced in a second container, where the PECs and other ingredients are then combined.
- the present invention also provides a method of producing a hair care composition comprising producing a polyelectrolyte complex between a methyl vinylether/maleic acid copolymer and a cationic copolymer of a vinylpyrrolidone and a methacrylamidopropyl trimethylammonium chloride, comprising the steps of hydrating a methylvinylether/maleic acid copolymer having repeating units of the formula I in a first container; reacting the methylvinylether/maleic acid copolymer with a base such as, e.g., sodium hydroxide, in the first container in an amount sufficient to at least partially neutralize the acidic groups thereof, to form an intermediate mixture; heating the intermediate mixture in the first container;
- a base such as, e.
- vinylpyrrolidone of the formula II and a methacrylamidopropyl trimethylammonium chloride of the formula III mixing the polymers in the first container at high shear force and at a temperature of at least about 50-60 °C to produce the polyelectrolyte complex; mixing in a second container one or more components selected from aqueous carriers, surfactants, fragrances, conditioning agents, emollients, emulsifiers, thickening agents, preservatives, gelling agents, silicones, hair fixatives, humectants and moisturizers; and mixing together in the first or second container the polyelectrolyte complex of the first container and the mixed components of the second container.
- Phase diagrams as indicated above, can be produced to determine the conditions under which PECs form, including within which polymer:polymer weight ratios and charge- charge ratios. Additional conditions may be varied as well, including temperature, solvent system, etc. Each of these conditions may be varied to determine their effects on PEC formation.
- the production of PECs can be complicated and difficult. This is especially the case when a particular particle size is desired, as in producing
- P VMM A/poly quat-28 PECs that can mend split-end damaged hair.
- the particular production method used also may impact the average particle size distribution of PECs.
- the mixing speed and/or mixing time during the addition of one polymer to another, and the mixing speed and/or mixing time after this addition can affect the PEC particle size distribution.
- Other process variables such as temperature, H, and the presence of other charged compounds during the formation of PECs can also have an affect.
- the compositions of the present invention can be produced by methods that allow for production of PECs on a large scale where the proper particle size distribution for mending split-ends is achieved.
- the formation of PECs may be facilitated by application of heat at a certain stage, e.g., when the anionic polymer is neutralized with a base and/or when the cationic polymer is added to the anionic polymer to produce the complex.
- a composition may be preheated prior to combining polymers, may be heated with one or a subset of polymers, or may be heated during or after combining all polymers for PEC formation.
- heating neutralized PVMMA prior to addition of the polyquat-28 is advantageous, e.g., with the temperature ranging from at least 50 °C to 60 °C or greater.
- the temperature may range from about 50 °C to about 60 °C, from about 51 °C to about 60 °C, from about 52 °C to about 60 °C, from about 53 °C to about 60 °C, from about 54 °C to about 60 °C, from about 55 °C to about 60 °C, from about 56 °C to about 60 °C, from about 57 °C to about 60 °C, from about 58 °C to about 60 °C, from about 59 °C to about 60 °C, from about 50 °C to about 59 °C, from about 51 °C to about 59 °C, from about 52 °C to about 59 °C, from about 53 °C to about 59 °C, from about 54 °C to about 59 °C, from about 55 °C to about 59 °C, from about 56 °C to about 59 °C, from about 57 °C to about 59 °C, from about 58
- compositions of the present invention may be prepared in a single container or may be prepared in separate containers, e.g., by preparing the PECs separately from other components prior to combining the PECs with the other components.
- the methods described herein produce PECs of the same size, morphology, and stability as conventional methods, yet does so with reduced numbers of containers.
- the step of adding a cationic polymer to the intermediate mixture can include adding a solution, e.g., an aqueous solution, of the cationic polymer to the intermediate mixture.
- the cationic polymer can be added to the intermediate mixture at any suitable rate, which can include, e.g., from about 0.3 kg/min per minute to about 1.0 kg/min per minute (e.g., if the period of addition is 10 minutes, the rates would be from about 3 kg/min to about 10 kg/min), from about 0.4 kg/min per minute to about 1.0 kg/min per minute, from about 0.5 kg/min per minute to about 1.0 kg/min per minute, from about 0.6 kg/min per minute to about 1.0 kg/min per minute, from about 0.7 kg/min per minute to about 1.0 kg/min per minute, from about 0.8 kg/min per minute to about 1.0 kg/min per minute, from about 0.9 kg/min per minute to about 1.0 kg/min per minute, from about 0.3 kg/min per minute to about
- the formation of PECs depends on the mixing speed and mixing duration when one polymer is added to another. A high shear force can be used to ensure complete mixing. However, depending on the polymer-polymer systems, the mixing speed may have to be adjusted for proper PEC formation.
- the polyquat-28 can be added to the PVMMA over a period of 5 minutes, 10 minutes, 20 minutes, 25 minutes, 30 minutes, 40 minutes, 50 minutes, or 60 minutes. The polyquat-28 can be added to the
- the rate of addition can be any suitable rate in which PECs are formed.
- the rate can be determined based on the time needed for the period of addition.
- the rate can be based on the amount added per minute per minute of the period of addition.
- this can be from about 0.4 kg/min per minute to 1.0 kg/min per minute.
- the rates would be from about 4 kg/min to about 10 kg/min.
- compositions of the present invention include compositions with the formulations of PVMMA and polyquat-28 as in Table 1.
- the present invention provides for mixing in additional ingredients after PEC formation, wherein the mixing is sufficient to allow adequate incorporation of the one or more components.
- the present invention provides a one-container process for producing a PEC, which is highly efficient, cost effective, and eliminates the additional time and labor required to transfer materials from one tank to another as is done in conventional PEC production processes. Accordingly the process of the present invention is particularly suitable for manufacturing PECs and hair care compositions containing PECs on a commercial scale, e.g., about 500 to about 10,000 gallons.
- the process of the present invention further provides for the production of PEC compositions (e.g., at 8 wt. %) at concentrations that substantially exceed the concentration of PEC compositions which have been produced conventionally.
- concentration at which PECs are produced has several advantages.
- the higher concentration allows for a smaller pre-mix tank to be used in connection with combining the PECs with other ingredients to produce hair care products, e.g. , conditioners.
- PECs can be prepared and stored for future use, and less storage space is needed for a more concentrated stock.
- fewer quality control steps would be required in that one batch of PECs could be prepared and tested at a higher concentration instead of preparing multiple batches at lower concentrations, requiring additional testing.
- the PEC stock will not require as much volume in a processing container, allowing for the addition of a greater volume of other ingredients and allowing for higher concentrations to be achieved for additional ingredients.
- PVMMA/polyquat-28 PECs can be prepared in a single container by directly adding
- Conditioneze NT-20 at full strength to the PVMMA copolymer which surprisingly produces a stable PEC at high concentration.
- the higher PEC concentration in the compositions produced in accordance with the present invention are substantially more likely than conventional PEC compositions of lower concentration to form stable emulsions with other ingredients used to produce hair care products such as, e.g. , conditioners.
- the present invention provides a method of graphically reconstructing the repair process in the mending of a split-end of a hair fiber.
- the method includes securing a hair fiber to a surface, wherein the hair fiber secured to the surface has a split-end or is damaged while on the surface to produce a split-end; associating the surface with a magnifying device, wherein the split-end is positioned within the field of view of the magnifying device; associating an image capture device with the magnifying device so as to capture an enlarged image of the field of view of the magnifying device; treating the spilt-end with a composition, wherein the composition repairs the split-end and wherein the split-end fuses together; and via the image capture device associated with the magnifying device, capturing an image of the repair of the split-end during treatment with the composition, and storing a representation of the captured image of the repair for subsequent retrieval.
- the method of graphically reconstructing hair mending in accordance with the present invention includes using video to record the hair mending process in real-time.
- the hair mending process is recorded using a video device adapted to record the reparation process, in real-time, at a magnification sufficient to visualize the reparation process with the naked eye, e.g., at 20-50X magnification.
- the video can be stored on a recording media, using methods that are well known to those of ordinary skill in the art, for subsequent retrieval.
- the methods of the present invention may include securing a hair fiber to a surface, wherein the hair fiber secured to the surface has a split-end or is damaged while on the surface to produce a split-end.
- the hair fiber thus, may have a split-end prior to securing it to the surface, or a split-end can be induced (for example, by mechanical means) after the hair fiber is secured to the surface.
- the surface may be any surface that can be associated with a magnifying device. Such a surface can include, for example, a table top or a microscope slide. The properties of the surface can be determined by the type of magnifying device used.
- a transparent surface e.g., a microscope slide
- the surface may be a stage on which the hair fiber rests.
- the magnifying device is a simple lens, such as a magnifying glass
- the surface can be a table top. None should interfere with the mending of the split-end. For example, cover slips for microscope slides should not be used if the slip would prevent the ends of the split-end from coming together.
- the hair fiber can be secured by any suitable means, including, for example, using one or more clamps.
- the hair fiber can also be secured using tape, for example, when using a table top or a microscope slide.
- any suitable means may be used for securing (e.g., fastening) the hair fiber to the surface.
- the methods of the present invention can include associating the surface with a magnifying device, wherein the split-end is positioned within the field of view of the magnifying device.
- the magnifying device may be, for example, a magnifying glass, a microscope (e.g., a light microscope).
- Each magnifying device has a field of view.
- Field of view means the image area that the magnifying devices magnifies for observation.
- the split-end is positioned within the field of view such that the split-end is magnified for observation.
- the methods of the present invention can include associating an image capture device with the magnifying device so as to capture an enlarged image of the field of view of the magnifying device.
- the image capture device can be, for example, a digital recorder.
- the image capture device also can be analog.
- Non-limiting examples of image capture devices include still cameras, video cameras, charge-coupled device (CCD) cameras, digital cameras and/or camcorders, or any other similar recording device.
- the methods of the present invention can include treating the spilt-end with a composition, wherein the composition repairs the split-end and wherein the split-end fuses together.
- Treatment may include, for example, massaging the composition into the hair.
- Treatment also may include, for example, rinsing the hair to remove the composition, such as with a rinse-off composition.
- the composition may be allowed to remain on the hair, for example, when using a leave-in composition.
- the method of treatment may be any suitable method, including methods described herein.
- the composition may be any suitable compositions, including compositions described herein.
- the methods of the present invention can include a step where, via the image capture device associated with a magnifying device, capturing an image of the repair of the split-end during treatment with the composition, and storing a representation of the captured image of the repair for subsequent retrieval.
- the image capture device can capture the repair of the split-end using any suitable means. For example, if the image capture device is a digital recorder, the digital recorder may generate an electronic file. As another example, if the image capture device is a camera, the camera may capture the repair using photographic film.
- Storage of a representation of a captured image of repair for subsequent retrieval may be through any suitable means.
- this may include storing an electronic representation of the image, for example, using an electronic file accessible on a digital camera and/or computer. This may also be through the use of photographic film.
- the present invention can be used for any method of communicating to consumers. These may include, for example, the use of still photographs (e.g., before and after photographs); diagrams, depictions, and/or drawings; computer animation; and/or in- vivolin-vitrolin-situ video using actual human hair fiber or analogues (e.g., sheep wool). Additionally, the methods of communication can be in print, on television, on the Internet, in- store, in-person (e.g., live demonstrations), and/or on social media. The methods of the present invention also can be used for the explanation of a binding mechanism (e.g. , PECs shrinking to draw together two ends of a split-end).
- a binding mechanism e.g. , PECs shrinking to draw together two ends of a split-end.
- the present invention also provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair, preferably twice-bleached hair; producing at least one spilt-end of a hair fiber in the tress (e.g., by combing and/or blow drying the tress sufficiently to produce split-ends); removing at least one hair fiber having a split-end from the tress; optionally marking the at least one removed hair fiber; capturing a first image of the split-end of the at least one removed hair fiber; associating the hair fiber with the tress from which the hair fiber was removed; treating the tress and the hair fiber with a composition; removing the hair fiber from the tress; capturing a second image of the end of the hair fiber, wherein the end is the same end captured for the first image of the split-end of the at least one removed hair fiber; assigning a value of 0 for no repair of the split-end, 1 ⁇ 2 for partial repair, or 1 for complete repair; and
- the methods of the present invention can include producing split-ends. This may include combing and blow drying the tress of hair to produce at least one hair fiber of the tress having a spilt-end. Other methods include selecting split-ends naturally. For example, hair samples may be attained from live specimens wherein the hairs are already split. Due to variety, however, this method may cause data to have poor reproducibility.
- the methods of the present invention can include marking at least one removed hair fiber of the tress of hair.
- the split-end can be marked right at the beginning of the split. If the mark is gone after treatment with the composition, this can indicate that the split-end broke off the hair fiber. When assigning a value to the fibers, then, this fiber can be excluded since the split-end neither remained as a split-end nor was repaired. Thus, e.g., false positives can be avoided when assessing the mending ability of a composition.
- the methods of the present invention can include the capturing an image of the split-end of at least one removed hair fiber. Examples of such capturing methods are described herein. This step may include storing an electronic representation of the image, for example, using an electronic file accessible on a digital camera and/or computer.
- the methods of the present invention can include associating the at least one marked hair fiber with the tress from which the hair fiber was removed. Replacing the removed hair fiber back with the tress provides a more natural environment for testing the mending ability of a composition.
- the hair fibers with split-ends remain with other hair fibers that may not have split-ends and remain within a larger grouping of hair fibers. This situation better simulates the environment of a normal lock of hair, e.g., on a human head. Simply removing the hair fibers with split-ends and testing compositions on these removed fibers would only provide results based on an artificial environment.
- the present invention allows for reporting results that are meaningful to those consumers, e.g., results that report on the mending of hair fibers that are in an environment important to the consumers.
- the methods of the present invention can include treating the tress and the at least one marked hair fiber with a composition.
- Treatments may include, for example, massaging the composition into the hair.
- Treatment also may include, for example, rinsing the hair to remove the composition, such as with a rinse-off composition.
- the composition may be allowed to remain on the hair, for example, when using a leave-in composition.
- the method of treatment may be any suitable method, including methods described herein.
- the composition may be any suitable compositions, including compositions described herein.
- the methods of the present invention can include determining parameters of hair mending. For example, the rate at which a split-end is mended can be determined under defined conditions, e.g., those described herein. Compositions can then be compared to determine which provide for faster mending of split-ends. The split-end mending efficacy of the compositions used and/or tested also can be determined, e.g. , using the video methods described herein. Mending of a split-end is preferable within one hour, less than 50 minutes, less than 40 minutes, less than 30 minutes, less than 20 minutes, less than 10 minutes, less than 5 minutes, or less than 1 minute.
- the completion or amount of mending may be 10% or greater, 20% or greater, 30% or greater, 40% or greater, 50% or greater, 60% or greater, 70%> or greater, 80% or greater, 90% or greater, or complete (e.g., about 100%).
- the mending can be measured against a negative control or no treatment, wherein the treated split-end can show a statistically significant improvement in split-end mending (e.g. , faster mending and/or greater amount or completion of mending).
- the methods of the present invention can include assigning a value of 0 for no repair of the split-end, 1 ⁇ 2 for partial repair, or 1 for complete repair and summing the assigned numbers for all marked hair fibers and dividing the sum by the total number of marked hair fibers.
- the resulting value will report on the ability of the composition to mend split-ends.
- a composition with poor mending ability will have a value that is low and/or approaches zero, whereas a composition with better mending ability will have a value that is higher and/or approaches one.
- Compositions thus may be compared using the method of the present invention where a composition that results in a higher value provides better mending than a composition that results in a lower value.
- split-end can be mended by the methods of the present invention.
- One type of split-end includes, for example, the primary split-end. With this type of split- end, the hair fiber contains a single split along the longitudinal axis of the hair fiber, producing two ends of the hair fiber.
- Another example of a split-end includes the double Y split-end, which is created by an additional split along the longitudinal axis of an end of a primary split.
- the tree split-end is an example of a split-end where there are several double Y splits within one hair fiber.
- Another example of a split-end is where the end of a hair fiber has many short splits that feather out, often resulting in fiber shafts of varying thickness.
- split-ends are the long split-end where one side of a primary split end is significantly longer than the other (e.g., one side broke off).
- the taper split-end is another example of a split-end where only a portion of the hair fiber remains at the end.
- Split-ends also may, for example, be characterized by the number of ends, such as with the triple split- end with two splits of the hair fiber.
- a deep split-end is an example of a split that occurs at the mid-point of a hair shaft (not necessarily the end).
- a baby split-end is an example of a split-end that only has a small split in the hair fiber.
- the term "split-ends" as used herein also can include splits that do not extend to the end of the hair fiber. An example of such a split is an incomplete split.
- Figures 4A-4D show some types of split-ends.
- the hair fibers used in the methods of the present invention may be of any mammalian hair.
- the hair is human hair.
- Human hair of any nationality, region, or ethnicity may be used, e.g., European, Asian, African, or Caucasian.
- the hair is European hair.
- the hair may have any type of damage due to, e.g., bleaching once, bleaching twice, bleaching more than twice, dyeing, or mechanical damage.
- the hair fibers may have no damage, for example, as with virgin hair. Additionally, the type of hair used in the methods of the present invention can be varied from one run of the method to another.
- An aspect of the present invention includes selecting a hair fiber with a split end and cutting to, e.g., about 1-1.5 inch in length (measuring from the split end side).
- a small piece of clear tape can be used to secure the fiber on, for example, a glass slide.
- the glass slide can be placed under a microscope with, e.g., 50X magnification and that has an interface with a camera and computer. Lighting and focus can be adjusted accordingly.
- a recording can take place within the computer interface or a video camera can be set-up on, e.g. , a tripod pointing at the computer screen.
- a composition e.g., containing 2% active complex
- Lighting and focus can be further adjusted accordingly.
- a blow drier can be turned on, e.g., medium heat and aimed toward the split end. Recording can take place during and until the split end has fully or partially mended.
- An aspect of the invention includes taking human hair, preferably damaged, most preferably twice-bleached European hair, and assembling into, e.g., wax bound strips that may be, for example, 1-1.5 inches wide. These tresses are then combed many thousands of times while a blow dryer is pointed perpendicularly to brushing to form an appropriate number of split- ends. A select number (for example, 10-20) of fibers with split-ends are selected and pulled out of the fiber assembly. Pictures of each split-end are taken with the use of a microscope at 20-50X magnification. Brass ferrule tabs are clamped on the end opposite of the split-end of each fiber. These brass tabs are then labeled and placed between two pieces of masking tape.
- the assembly is then inserted into the middle of the hair tress and a paper clamp is affixed to keep the assembly in place.
- the tress is then treated with a rinse-out split-end mending composition for a series of, e.g. , three cycles. After the final cycle, the clamp is removed and new pictures of the split-ends are taken. By comparing the before and after pictures, an evaluator can give a value of "0" for no mending, "1/2" for partial mending, and "1" for complete mending. Summing these numbers and dividing by the total number of fibers allows for the expression of the degree of split-end repair.
- One embodiment of the present invention provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair; producing at least one hair fiber of the tress to have a spilt-end; removing at least one hair fiber having a split-end from the tress; optionally marking the at least one hair fiber; capturing a first image of the split-end of the at least one hair fiber and storing a
- the composition comprises a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer, from about 1% to about 5% of a thickening agent, about 10% or greater of propylene glycol, and about 5% or greater of an emollient, wherein the percentages are based on the total weight of the composition; removing the hair fiber from the treated tress; capturing a second image of the end of the hair fiber removed from the treated tress; assigning a value of 0 for no repair of the split-end, 1 ⁇ 2 for partial repair, or 1 for complete repair with respect to the hair fiber to assess the degree of split-end repair of the hair fiber; and if more than one hair fiber is assessed, optionally determining an average value with respect to the assessed hair fibers.
- Another embodiment of the present invention provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair; producing at least one hair fiber of the tress to have a spilt-end; removing at least one hair fiber having a split-end from the tress; optionally marking the at least one hair fiber; capturing a first image of the split-end of the at least one hair fiber and storing a
- composition comprises a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer, from about 3% to about 5% of a thickening agent, and about 1 % or less of an emollient, wherein the percentages are based on the total weight of the composition; removing the hair fiber from the treated tress; capturing a second image of the end of the hair fiber removed from the treated tress; assigning a value of 0 for no repair of the split-end, 1 ⁇ 2 for partial repair, or 1 for complete repair with respect to the hair fiber to assess the degree of split-end repair of the hair fiber; and if more than one hair fiber is assessed, optionally determining an average value with respect to the assessed hair fibers.
- Another embodiment of the present invention provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair; producing at least one hair fiber of the tress to have a spilt-end; removing at least one hair fiber having a split-end from the tress; optionally marking the at least one hair fiber; capturing a first image of the split-end of the at least one hair fiber and storing a
- composition comprises a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer, wherein the viscosity of the composition is greater than 3000 cps; removing the hair fiber from the treated tress; capturing a second image of the end of the hair fiber removed from the treated tress; assigning a value of 0 for no repair of the split-end, 1 ⁇ 2 for partial repair, or 1 for complete repair with respect to the hair fiber to assess the degree of split-end repair of the hair fiber; and if more than one hair fiber is assessed, optionally determining an average value with respect to the assessed hair fibers.
- Another embodiment of the present invention provides a method of quantitatively assessing the degree of split-end hair fiber repair, the method comprising obtaining a tress of hair; producing at least one hair fiber of the tress to have a spilt-end; removing at least one hair fiber having a split-end from the tress; optionally marking the at least one hair fiber; capturing a first image of the split-end of the at least one hair fiber and storing a
- composition comprises a hair care composition comprising a polyelectrolyte complex of a cationic polymer and an anionic polymer in the form of an emulsion with improved freeze- thaw stability relative to comparative compositions containing such polyelectrolyte complexes; removing the hair fiber from the treated tress; capturing a second image of the end of the hair fiber removed from the treated tress; assigning a value of 0 for no repair of the split-end, 1 ⁇ 2 for partial repair, or 1 for complete repair with respect to the hair fiber to assess the degree of split-end repair of the hair fiber; and if more than one hair fiber is assessed, optionally determining an average value with respect to the assessed hair fibers.
- FIG. 6 is a schematic diagram showing an image data capture system in which the described image capture and processing steps may be executed.
- the illustrated system 600 comprises a number of interacting components, including a sample support device 601, such as a platform or surface suitable for supporting a sample 602.
- the sample support device 601 may be transparent to allow under- lighting, via a light source 603.
- the light source 603 may also be situated above the support device 601 to provide illumination via reflectance.
- An electrical image capture device 604 is provided for capturing an enlarged image or video sequence of the sample 602 under treatment.
- a magnification device 605 is provided adjacent the sample support device 601, between the sample support device 601 and the image capture device 604.
- the image capture device 604 may be a still camera or video camera adapted to capture a sequence of images.
- the magnification device 605 may be an optical magnifying lens or lens arrangement such as an optical microscope, or may be an electronic magnification device such as an electron microscope or the like.
- 605 may be scannable to capture images of different regions or segments of the sample 602.
- An auxiliary computing and data capture device 606 is provided from controlling and receiving data from the image capture device 604.
- the auxiliary computing and data capture device 606 is a com-putting a processing device able to receive electronic image data from the image capture device 604 and send control signals to the image capture device 604 to cause image capture.
- the auxiliary computing and data capture device 606 may also control the illumination device 603.
- the auxiliary computing and data capture device 606 is communicably linked to an electronic database 607, either locally or remotely via a wired or wireless link. In this manner, the auxiliary computing and data capture device
- the 606 is able to gather data from the image capture device 604 and to store the gathered data in the electronic database 607 for later analysis, manipulation, and/or retransmission, e.g., to a printing or publishing facility (not shown).
- the auxiliary computing and data capture device 606 may be a computer such as a person computer, laptop computer, workstation or the like, and operates by the computer- execution of computer readable instructions stored on a computer-readable medium.
- the computer-readable medium is a tangible medium such as a magnetic or optical disc system, flash drive, PRO, etc.
- a user interface 608 allows a user to receive information from the auxiliary computing and data capture device 606 in human understandable form and to provide input to the device in computer understandable form.
- the user interface 608 includes a graphical user interface on a screen and a keyboard, keypad, stylus pad, mouse, and/or other user input mechanism.
- the image capture device is a video camera adapted to record reparation of one or more hair shafts, e.g., a hair shaft containing one or more split-ends, in real-time.
- the video is recorded at magnification sufficient to visualize with the naked eye the hair reparation process in real-time.
- Suitable magnification can include, e.g., 20-50X magnification.
- This example demonstrates production of hair care compositions comprising a polyelectrolyte complex using a two-tank process.
- Table 2 shows the ingredients.
- premix is uniform and free of lumps, reduce turbine mixing to moderate. Add the sodium hydroxide to the premix tank and mix for 10 minutes. The solution will have a low viscosity and will appear slightly hazy. (Mixer settings: turbine mixer at moderate counterclockwise direction; side sweep mixer at moderate clockwise direction.) Mix the batch for a minimum of 10 minutes or until completely uniform.
- premix temperature is 122-131 °F (50-55 °C). Heat if necessary. Once the premix is 122-131 °F (50-55 °C), turn off the side sweep agitator, reverse turbine direction and increase turbine mixing speed to create a vortex (turbine mixer at vigorous clockwise direction; side sweep mixer off).
- premix is completely uniform, reduce agitation and begin cooling to 86- 113 °F (30-45 °C). Maintain mixing and temperature until the premix is ready to be added to the main compounding tank (turbine mixer at moderate counterclockwise direction; side sweep mixer at moderate clockwise direction).
- the batch temperature is 180-185 °F (82-85 °C)
- the premix is 150 °F (65 °C) or below for Composition 1A (conditioner) or 131 °F (55 °C) or below for Composition IB (overnight creme), and the premix is ready, add the premix to the main compounding tank. While the premix is being added, turn off the turbine mixer or reduce it to slow as the liquid level passes the top set of turbine blades to minimize aeration. Once the premix has been added, rinse the premix tank with water set at 77-95 °F (25-35 °C) and add it to the main compounding tank. The batch viscosity will decrease as the premix is mixed into the batch. Adjust mixer speeds accordingly to avoid splashing (turbine mixer at moderate counterclockwise direction; side sweep mixer at moderate clockwise direction).
- Composition 1A (conditioner), mix the batch for a minimum of 15 minutes or until the batch is uniform. Once the main batch temperature is 122 °F (50 °C) or below, add the Fluid Blend directly to the main compounding tank. Mix well during addition. Increase mixing as necessary to mix in the silicone turbine mixer at vigorous counterclockwise direction; side sweep mixer at moderate clockwise direction).
- Adjustments that may be made are the following. If the pH is low, add sodium hydroxide (20%) at a maximum of 5% of the total batch requirement. Remix and resample. If the pH is high, add aspartic acid at a maximum of 7.5% of the total batch requirement. Remix and resample. If the viscosity is low, mix additional 60 minutes and resample. Batch may also be recirculated through an 80 Mesh Filter.
- Pumps that should be used for pumping material into the tanks include air diaphragm and positive displacement. Filters that should be used include 80 mesh for all transfer operations.
- the fill temperature should be 90-99 °F (32-37 °C). Do not reheat batch if product temperature falls below 90 °F (32 °C).
- This example demonstrates production of hair care compositions comprising a polyelectrolyte complex using a one-tank process.
- Example 1 describes a two-tank process, where the polyelectrolyte complex is prepared in one tank, the remaining components are mixed in a separate tank, and the polyelectrolyte complex and the remaining components are combined.
- the process is performed as described in Example 1 , except the polyelectrolyte complex is first prepared in the tank and the additional components are added directly to the same tank after the polyelectrolyte complex forms.
- the final viscosity of the composition may be lower than if prepared in two tanks. To compensate, add additional Salcare ® SC 96.
- Table 3 shows charged compounds and polymers that were combined with PECs. These compositions showed no deleterious effects of split-end mending.
- This example illustrates formulations comprising polyelectrolyte complexes and charged polymers.
- compositions 4B-4E exhibited freeze-thaw stability.
- the present inventors also surprisingly found that Composition 4D, which contains Salcare ® SC 96, exhibited superior long-term controlled viscosity (wherein the viscosity remained stable long-term), relative to Compositions 4B, 4C, and 4E.
- Table 4 lists the ingredients of the hair care compositions. Comparative
- composition 4A does not include PECs, whereas Compositions 4B-4E comprise
- PVMMA polyquat-28 PECs and charged compounds and/or polymers. All compositions are rinse-out conditioners. The sodium hydroxide/citric acid/aspartic acid are adjusted to achieve the proper pH, if necessary.
- Viscosity (RV T-B, 10 rpm, 1 min, 25C):
- Viscosity (RV T-B, 10 rpm, 1 min, 25C):
- Viscosity (RV T-B, 10 rpm, 1 min, 25C):
- Viscosity (RV T-B, 10 rpm, 1 min, 25C):
- Viscosity (RV T-B, 10 rpm, 1 min, 25C):
- Comparative Composition 4A For Comparative Composition 4A, start heating container to 80-85 °C and add the following: DI water, citric acid, and disodium EDTA. Ensure that the temperature is 80-85 °C and add the following: Quat-18/water, stearamidopropyl dimethylamine, cetyl alcohol, and stearyl alcohol. Vigorously mix for 30 minutes at 80-85 °C. Cool the mixture. At 57-60 °C, slowly add the L-aspartic acid. At 45 °C or below, add the following:
- Compositions 4B, 4C, and 4E are prepared using two phases.
- Composition 4B in the Main Phase, add 52.05 wt. % (of the final total wt. % of the composition) of DI water. Start heating to 80-85 °C. Add the following one at a time and mix until fully dissolved and solution becomes clear: disodium EDTA and L-aspartic acid. Add the following one at a time at 80-85 °C and mix until melted: stearamidopropyl dimethylamine (check to make sure solution has turned clear), cetyl alcohol, and glyceryl stearate.
- composition 4C in the Main Phase, add 52.45 wt. % (of the final total wt. % of the composition) of DI water. Start heating to 80-85 °C. Add the following one at a time and mix until fully dissolved and solution becomes clear: disodium EDTA and L-aspartic acid. Add the following one at a time at 80-85 °C and mix until melted: stearamidopropyl dimethylamine (check to make sure solution has turned clear), cetyl alcohol, and glyceryl stearate. Vigorously mix for 30 minutes at 80-85 °C. After 30 minutes, turn off heat, slow the mixing speed, and allow the composition to slowly cool.
- Composition 4D For Composition 4D, add 40 wt. % (of the final total wt. % of the composition) of DI water. Slowly add the following, and mix until hydrated: PVMMA Copolymer (Gantrez ® S-97 BF (ISP)) and sodium hydroxide (20% active). The solution will slightly thicken. The in-process pH should be 6.90-7.00. Heat to 50-55 °C, and slowly add the Polyquaternium-28 (Conditioneze ® NT-20 (ISP)) under very vigorous mixing. The solution will turn opaque and become less viscous.
- PVMMA Copolymer Gantrez ® S-97 BF (ISP)
- sodium hydroxide 20% active
- composition 4E in the Main Phase, add 50.47 wt. % (of the final total wt. % of the composition) of DI water. Start heating to 80-85 °C. Add the following one at a time and mix until fully dissolved and solution becomes clear: disodium EDTA and L-aspartic acid.
- This example demonstrates the mending of split-ends of hair fibers using a test method of the present invention.
- Table 5 compares the compositions used in this study that are presented in Figure 1. The sodium hydroxide/citric acid/aspartic acid are adjusted to achieve the proper pH, if necessary.
- Table 6 compares compositions used in this study as presented in Figure 2. The sodium hydroxide/citric acid/aspartic acid are adjusted to achieve the proper pH, if necessary. [0167] Table 6
- Figure 1 shows the results of mending for conditioners when using twice-bleached European hair with split-ends produced mechanically. The results show about 80% mending with the rinse-off conditioners in three cycles.
- Figure 2 shows the results of various compositions when using twice-bleached European hair with split-ends produced mechanically. The results are based on the
- This example demonstrates the mending of split-ends of hair fibers using a test method of the present invention.
- Table 7 compares compositions used in this study. The sodium hydroxide/citric acid/aspartic acid are adjusted to achieve the proper pH, if necessary.
- Viscosity (RV T-B, 10 rpm, 1 min, 25C): 5,000-15,000 cps
- Viscosity (LVT/spindle 4/30 rpm/ 1 min, 25C): 15,000-20,000 cps
- Viscosity (RV T-B, 10 rpm, 1 min, 25C): 15,000-25,000 cps
- Viscosity (RV T-B, 10 rpm, 1 min, 25C): 10,000-20,000 cps
- split-ends Fifty hair fibers containing split-ends were removed from hair tresses. The hair fiber samples were placed on glass slides aligned along a strip of double stick tape for optical imaging. Each fiber selected with a split-end was individually photographed and the image was stored before product application, using a WILD stereomicroscope at a magnification of about 25X with transmitted light emanating. The fibers were also rotated prior to image capture to make sure that the split-ends were in view.
- Table 8 shows a summary of the split-end data study comparing the total number of split-ends before treatment (50) to the number of split-ends repaired after treatment. (The split-ends for the repeat study, category 6, were prepared by a separate method).
- the tresses are swatched by International Hair Importers in a way that the density of the hair is linear. Prepare 5 tresses that are 1.5" wide, cut and tape so that there is 6g of hair in each tress.
- the blow dryer is positioned 8 inches from the tress and turned on high heat setting. The air flow is directed towards the bottom of the hair tress so that the hair is pushed towards the comb during repeated combing.
- This example demonstrates methods of communicating split-end mending to consumers.
- FIG. 3 is a schematic showing the mending of a split-end using polyelectrolyte complexes (PECs).
- PECs polyelectrolyte complexes
- Figures 4A-4D show still photography of the mending of a variety of split-end types using methods as described herein with compositions as described herein.
- Figure 5 shows still frames from a video of the mending of split-ends through the process of mending method as described herein.
- Polyquaternium-4 (Celquat H-100) 0.5
- Cocos Nucifera (Coconut) Oil 0.0001
- Viscosity (RV T-C, 5 rpm, 1 min,
- Polyquaternium-4 (Celquat L-200) 0.5 0.46
- Polyquaternium-4 (Celquat H-100) 0.5 0.46
- Polyquaternium-28 (Conditioneze NT-20 (ISP), 20% active) 4.891304 4.5
- Cocos Nucifera Oil 0.000109 0.0001
- Non-Volatiles 4.4-4.9%
- Polyquaternium-4 (Celquat H-100) 0.5
- Polyquaternium-28 (Conditioneze NT-20 (ISP), 20% active) 4.5
- Cocos Nucifera (Coconut) Oil 0.0001
- Viscosity (RV T-C, 5 rpm, 1 min, 25C) 40,000-80,000
- Polyquaternium-4 (Celquat H-100) 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5
- Polyquaternium-39 (8.5% active) 0.5 0.5 0.5 0.5 0.5 0.5
- Polyquaternium-28 (Conditioneze NT-20 (ISP)
- Cocos Nucifera Oil 0.0001 0.0001 0.0001 0.0001 0.0001 0.0001
- Viscosity (RV T-C, 5 rpm, 1 min, 25C): 50,000-100,000 cps
- Polyquaternium-4 (Celquat H-100) 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5
- Polyquaternium-28 (Conditioneze NT-20 (ISP)) 4.5 4.5 4.5 4.5 4.5 4.5 4.5 4.5 4.5
- Viscosity (RV T-B, 10 rpm, 1 min, 25C) 20,000-40,000 cps
- Polyquaternium-4 (Celquat H-100) 0.5 0.5
- Polyquaternium-28 (Conditioneze NT-20 (ISP)) 4.5 4.5
- Viscosity (RV T-B, 10 rpm, 1 min, 25C) 5,000-15,000 cps
- MS Color Semi-Translucent white
- Polyquaternium-4 (Celquat H-100) 0.5 0.5 0.5 0.5
- Cocos Nucifera Oil 0.0001 0.0001 0.0001
- Viscosity (RV T-B, 10 rpm, 1 min, 25C) 20,000-30,000 cps
- Amodimethicone (ADM 1 100 (Wacker)) 2 2 2
- Polyquaternium-28 (Conditioneze NT-20 (ISP), 20% active) 4.5 4.5 4.5 4.5 4.5
- Viscosity (RV T-B, 10 rpm, 1 min, 25C): 5,000-15,000 cps
- Polyquaternium-4 (Celquat H-100) 0.5 0.5 0.5 0.5
- Polyquaternium-28 (Conditioneze NT-20 (ISP), 20% active) 4.5 4.5 4.5 4.5 4.5
- Cocos Nucifera Oil 0.0001 0.0001 0.0001
- Viscosity (RV T-C, 10 rpm, 1 min, 25C) 50,000-100,000 cps
- Polyquaternium-28 (Conditioneze NT-20 (ISP), 20% active) 4.5
- Viscosity (LVT/spindle 4/ 30 rpm/1 min, 25C) 15,000-20,000 cps
- Cocos Nucifera Oil 0.0001 0.0001
Abstract
L'invention concerne des compositions réparatrices des cheveux contenant un polyélectrolyte complexe. L'invention concerne aussi leurs procédés d'utilisation, leurs procédés de fabrication, les procédés pour tester leur efficacité, et les procédés des media impliquant la réparation des cheveux.
Priority Applications (8)
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JP2013534942A JP5977750B2 (ja) | 2010-10-20 | 2011-10-07 | 毛髪修復用組成物及び関連方法 |
MX2013004435A MX350219B (es) | 2010-10-20 | 2011-10-07 | Composiciones para reparar el cabello y metodos asociados. |
CN201180051080.8A CN103179943B (zh) | 2010-10-20 | 2011-10-07 | 头发修护组合物及相关方法 |
EP11834854.9A EP2629742A4 (fr) | 2010-10-20 | 2011-10-07 | Compositions de revitalisation capillaire et méthodes associées |
BR112013009589A BR112013009589A2 (pt) | 2010-10-20 | 2011-10-07 | composição de cuidados com o cabelo |
PCT/US2011/055370 WO2012054243A2 (fr) | 2010-10-20 | 2011-10-07 | Compositions de revitalisation capillaire et méthodes associées |
EA201390583A EA024282B1 (ru) | 2010-10-20 | 2011-10-07 | Композиция для улучшения состояния волос |
CA2812991A CA2812991C (fr) | 2010-10-20 | 2011-10-07 | Compositions de revitalisation capillaire et methodes associees |
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US39496610P | 2010-10-20 | 2010-10-20 | |
US61/394,966 | 2010-10-20 |
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WO2012054029A1 true WO2012054029A1 (fr) | 2012-04-26 |
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PCT/US2010/053360 WO2012054029A1 (fr) | 2010-10-20 | 2010-10-20 | Compositions réparatrices des cheveux et procédés associés |
PCT/US2011/055370 WO2012054243A2 (fr) | 2010-10-20 | 2011-10-07 | Compositions de revitalisation capillaire et méthodes associées |
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EP (1) | EP2629742A4 (fr) |
JP (1) | JP5977750B2 (fr) |
CN (1) | CN103179943B (fr) |
BR (1) | BR112013009589A2 (fr) |
CA (1) | CA2812991C (fr) |
EA (1) | EA024282B1 (fr) |
MX (1) | MX350219B (fr) |
WO (2) | WO2012054029A1 (fr) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2014020081A3 (fr) * | 2012-08-03 | 2014-07-03 | Unilever Plc | Composition |
WO2015081937A1 (fr) * | 2013-12-04 | 2015-06-11 | Henkel Ag & Co. Kgaa | Produits coiffants à haut pouvoir de tenue des boucles |
EP2646539A4 (fr) * | 2010-12-01 | 2015-09-23 | Isp Investments Inc | Compositions de coiffage durables et leurs utilisations |
EP3260171A1 (fr) * | 2016-06-21 | 2017-12-27 | Johnson & Johnson Consumer Inc. | Compositions de soins personnels contenant des polyélectrolytes complexants |
FR3090366A1 (fr) * | 2018-12-21 | 2020-06-26 | L'oreal | Composition Comprenant au moins un Copolymère Vinyl Lactame (Méth)Acrylique, au moins deux Silicones Aminées et au moins un Solvant |
WO2021171909A1 (fr) * | 2020-02-26 | 2021-09-02 | L'oreal | Composition comprenant un complexe polyionique à charge positive |
FR3108510A1 (fr) * | 2020-03-26 | 2021-10-01 | L'oreal | Composition comprenant un complexe polyion chargé positivement |
WO2022127580A1 (fr) * | 2020-12-16 | 2022-06-23 | L'oreal | Composition pour soin de matières kératiniques |
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Publication number | Priority date | Publication date | Assignee | Title |
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US20160008257A1 (en) * | 2013-03-15 | 2016-01-14 | Isp Investments Inc. | Hair care compositions containing polyelectrolyte complexes |
JP2015107939A (ja) * | 2013-12-05 | 2015-06-11 | ロレアル | 美容処理方法 |
JP6993114B2 (ja) * | 2017-06-13 | 2022-01-13 | 株式会社ミルボン | 化粧料組成物 |
JP2021054796A (ja) * | 2019-09-30 | 2021-04-08 | 花王株式会社 | 洗浄剤 |
US20220273554A1 (en) * | 2019-09-30 | 2022-09-01 | Kao Corporation | Cleaning agent |
FR3140272A1 (fr) * | 2022-09-30 | 2024-04-05 | L'oreal | Composition cosmétique de soin des cheveux comprenant des silicones aminées particulières et des substances parfumantes, et procédé de traitement cosmétique des cheveux. |
FR3140280A1 (fr) * | 2022-09-30 | 2024-04-05 | L'oreal | Composition cosmétique de soin des cheveux comprenant au moins une silicone aminée particulière et au moins un polyol, et procédé de traitement cosmétique |
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US20060251603A1 (en) * | 2004-07-14 | 2006-11-09 | Isp Investments Inc. | Mending hair damage with polyelectrolyte complexes |
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LU86429A1 (fr) * | 1986-05-16 | 1987-12-16 | Oreal | Compositions cosmetiques renfermant un polymere cationique et un polymere anionique comme agent epaississant |
ES2330644T3 (es) * | 2003-12-09 | 2009-12-14 | Basf Se | Copolimeros anionicos anfoliticos. |
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JP5461847B2 (ja) * | 2009-02-13 | 2014-04-02 | 花王株式会社 | 整髪剤組成物 |
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- 2011-10-07 EA EA201390583A patent/EA024282B1/ru not_active IP Right Cessation
- 2011-10-07 CA CA2812991A patent/CA2812991C/fr not_active Expired - Fee Related
- 2011-10-07 WO PCT/US2011/055370 patent/WO2012054243A2/fr active Search and Examination
- 2011-10-07 CN CN201180051080.8A patent/CN103179943B/zh active Active
- 2011-10-07 EP EP11834854.9A patent/EP2629742A4/fr not_active Withdrawn
- 2011-10-07 JP JP2013534942A patent/JP5977750B2/ja active Active
- 2011-10-07 BR BR112013009589A patent/BR112013009589A2/pt not_active Application Discontinuation
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US20060251603A1 (en) * | 2004-07-14 | 2006-11-09 | Isp Investments Inc. | Mending hair damage with polyelectrolyte complexes |
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Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2646539A4 (fr) * | 2010-12-01 | 2015-09-23 | Isp Investments Inc | Compositions de coiffage durables et leurs utilisations |
WO2014020081A3 (fr) * | 2012-08-03 | 2014-07-03 | Unilever Plc | Composition |
WO2015081937A1 (fr) * | 2013-12-04 | 2015-06-11 | Henkel Ag & Co. Kgaa | Produits coiffants à haut pouvoir de tenue des boucles |
US9918917B2 (en) | 2013-12-04 | 2018-03-20 | Henkel Ag & Co. Kgaa | Styling agents having a high degree of curl retention |
EP3260171A1 (fr) * | 2016-06-21 | 2017-12-27 | Johnson & Johnson Consumer Inc. | Compositions de soins personnels contenant des polyélectrolytes complexants |
CN107519031A (zh) * | 2016-06-21 | 2017-12-29 | 强生消费者公司 | 含有络合聚电解质的个人护理组合物 |
US10159638B2 (en) | 2016-06-21 | 2018-12-25 | Johnson & Johnson Consumer Inc. | Personal care compositions containing complexing polyelectrolytes |
US10912730B2 (en) | 2016-06-21 | 2021-02-09 | Johnson & Johnson Consumer Inc. | Personal care compositions containing complexing polyelectrolytes |
FR3090366A1 (fr) * | 2018-12-21 | 2020-06-26 | L'oreal | Composition Comprenant au moins un Copolymère Vinyl Lactame (Méth)Acrylique, au moins deux Silicones Aminées et au moins un Solvant |
WO2021171909A1 (fr) * | 2020-02-26 | 2021-09-02 | L'oreal | Composition comprenant un complexe polyionique à charge positive |
FR3108510A1 (fr) * | 2020-03-26 | 2021-10-01 | L'oreal | Composition comprenant un complexe polyion chargé positivement |
WO2022127580A1 (fr) * | 2020-12-16 | 2022-06-23 | L'oreal | Composition pour soin de matières kératiniques |
Also Published As
Publication number | Publication date |
---|---|
BR112013009589A2 (pt) | 2016-07-19 |
JP5977750B2 (ja) | 2016-08-24 |
JP2013540152A (ja) | 2013-10-31 |
WO2012054243A3 (fr) | 2012-08-02 |
CN103179943B (zh) | 2015-12-16 |
EP2629742A2 (fr) | 2013-08-28 |
EA024282B1 (ru) | 2016-09-30 |
CA2812991A1 (fr) | 2012-04-26 |
EA201390583A1 (ru) | 2013-09-30 |
CN103179943A (zh) | 2013-06-26 |
WO2012054243A2 (fr) | 2012-04-26 |
EP2629742A4 (fr) | 2015-12-16 |
CA2812991C (fr) | 2018-09-18 |
MX350219B (es) | 2017-08-30 |
MX2013004435A (es) | 2013-07-29 |
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