Skin cleansing formulations
The use of a cationic dextran polymer with quaternary ammonium groups in skin cleansing formulations addresses the challenge of effective oil deposition, enhancing moisturization without affecting the consumer experience or foaming properties.
Patent Information
- Application Number
- JP2022554276
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2020-03-24
- Filing Date
- 2021-03-17
- Publication Date
- 2025-10-31
- Estimated Expiration
- 2041-03-17
AI Technical Summary
Existing skin cleansing formulations struggle to effectively deposit moisturizing agents while maintaining a desirable consumer experience, as conventional deposition aids require high oil loading, which adversely affects foaming and lather feel.
A skin cleansing formulation incorporating a cationic dextran polymer functionalized with quaternary ammonium groups to enhance the deposition of dermatologically acceptable oils onto mammalian skin, thereby providing moisturization without compromising the consumer experience.
The cationic dextran polymer enhances oil deposition, providing moisturization while maintaining a desirable consumer experience by reducing the need for high oil loading, thus improving the formulation's foaming and lather properties.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to a skin cleansing formulation. In particular, the present invention relates to a skin cleansing formulation comprising a dermatologically acceptable vehicle, a dermatologically acceptable oil, and a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer, including a dextran polymer functionalized with a quaternary ammonium group, wherein the deposition aid polymer enhances deposition of the dermatologically acceptable oil from the skin cleansing formulation onto mammalian skin. [Background technology]
[0002] Moisturizing agent deposition is of particular interest for a variety of personal care compositions, especially personal care cleansers (e.g., body washes, face washes, hand washes, soaps) that provide moisturizing benefits in addition to cleansing benefits.
[0003] Skin cleansing has become a ubiquitous element of personal hygiene. Skin cleansing facilitates the removal of dirt, bacteria, and other substances that are perceived as harmful to the skin or to individuals. Cleansing formulations typically contain surfactants to facilitate the removal of substances attached to the skin. Unfortunately, cleansing formulations remove both undesirable and desirable substances from the skin. For example, undesirably, cleansing formulations often remove oils from the skin, which act to protect the skin from moisture loss. Removing excess oil from the skin can make the skin prone to dryness. One solution to this concern of dry skin is to select a mild surfactant. Another approach is to incorporate additives that help replace the removed oil through deposition, but this approach has proven difficult to implement, especially in rinse-off applications.
[0004] An approach to enhancing deposition of a substance on the skin is disclosed in U.S. Patent Application Publication No. 20100247472 to Sau. Sau discloses an aqueous personal care composition comprising a conditioner and an amino-functionalized polymer, the amino groups being pendant and the amino-functionalized polymer having the following structure:
[0005] [ka] wherein the polymer comprises a natural polymer, a semi-synthetic polymer, or a synthetic polymer; X comprises an oxygen atom, a nitrogen atom, or a sulfur atom, or a polyalkylene oxide group; Y comprises a divalent polyalkylene moiety or a substituted divalent polyalkylene moiety; R1 and R2 may be the same or different and may be hydrogen, C 1~20 Alkyl, C 1~20 Aryl, or C 1~20 alkyl (aryl) groups, n is an integer of 0 to 10, Z - comprises a counter anion, and the conditioner is selected from the group consisting of cationic surfactants, cationic polymers, nucleic acids, lipids, silicones, hydrocarbon oils, fatty acid esters, and combinations thereof.
[0006] Although conventionally used deposition aids such as soluble cationic modified cellulose (e.g., PQ-10), guar hydroxypropyltriammonium chloride, and other cationic polymers (e.g., PQ-6, PQ-7) provide a certain level of oil deposition in personal care cleansers, these deposition aids nevertheless require relatively high oil loading in the personal care cleansing formulation to facilitate the desired skin moisturization, and are therefore inefficient.However, such high levels of oil adversely affect the foaming / lather feel of the formulation when used by consumers.
[0007] Thus, there remains a need for personal care compositions that promote moisturization while maintaining a desirable consumer experience. Summary of the Invention
[0008] The present invention provides a skin cleansing formulation comprising a dermatologically acceptable vehicle, a dermatologically acceptable oil, and a deposition aid polymer, wherein the deposition aid polymer is a cationic dextran polymer, including a dextran polymer functionalized with a quaternary ammonium group, and wherein the deposition aid polymer enhances deposition of the dermatologically acceptable oil from the skin cleansing formulation onto mammalian skin.
[0009] The present invention provides a method of making a skin cleansing formulation, the method comprising: (a) providing a dermatologically acceptable vehicle; (b) providing a dermatologically acceptable oil; (c) selecting a cationic dextran polymer to be a deposition aid for enhancing deposition of the dermatologically acceptable oil onto mammalian skin, the cationic dextran polymer comprising a dextran polymer functionalized with a quaternary ammonium group; and (d) combining the dermatologically acceptable vehicle, the dermatologically acceptable oil, and the cationic dextran polymer to form the skin cleansing formulation.
[0010] The present invention provides a method of depositing a dermatologically acceptable oil on mammalian skin, the method comprising providing a skin cleansing formulation according to the present invention and applying the skin cleansing formulation to mammalian skin. DETAILED DESCRIPTION OF THE INVENTION
[0011] The inventors have surprisingly discovered that cationic dextran polymers, including dextran polymers functionalized with quaternary ammonium groups, deposition aid polymers enhance the deposition of dermatologically acceptable oils from skin cleansing formulations onto mammalian skin, thereby providing moisturization while maintaining a desirable consumer experience upon application.
[0012] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight.
[0013] As used herein, unless otherwise indicated, "molecular weight" or M W The phrase "weight average molecular weight" refers to weight average molecular weight as measured conventionally using gel permeation chromatography (GPC) and poly(ethylene oxide) standards. GPC techniques are described in detail in "Modem Size Exclusion Chromatography," W.W. Yau, J.J. Kirkland, D.D.Bly; Wiley-Interscience, 1979, and "A Guide to Materials Characterization and Chemical Analysis," J.P. Sibilia; VCH, 1988, pp. 81-84. Molecular weights are reported herein in units of Daltons, or equivalently, g / mol.
[0014] The term "dermatologically acceptable" as used herein and in the appended claims refers to ingredients typically used for topical application to the skin, and is intended to emphasize that materials that are toxic when present in amounts typically found in skin care compositions are not contemplated as part of the present invention.
[0015] Preferably, the skin cleansing formulation of the present invention is selected from the group consisting of a body wash formulation, an exfoliating body wash formulation, a facial cleanser formulation, an exfoliating facial cleanser formulation, a liquid hand soap, a soap, a sulfate-free cleansing formulation, and a mild cleansing formulation. More preferably, the skin cleansing formulation of the present invention is selected from the group consisting of a body wash formulation, a facial cleanser formulation, and a liquid hand soap. Most preferably, the skin cleansing formulation of the present invention is a body wash formulation.
[0016] Preferably, the skin cleansing formulation of the present invention comprises a dermatologically acceptable vehicle (preferably, the skin cleansing formulation comprises 25 to 99 wt. % (preferably, 30 to 95 wt. %, more preferably, 40 to 90 wt. %, and most preferably, 70 to 85 wt. %) of a dermatologically acceptable vehicle, based on the weight of the skin cleansing formulation) (preferably, the dermatologically acceptable vehicle comprises water, and more preferably, the dermatologically acceptable vehicle comprises water and an aqueous C 1~4 and a dermatologically acceptable oil (preferably, the skin cleansing formulation comprises 1 to 25 wt. % (preferably, 2 to 20 wt. %, more preferably, 2.5 to 15 wt. %, and most preferably, 4 to 6 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation) (preferably, the dermatologically acceptable oil is selected from the group consisting of hydrocarbon oils (e.g., mineral oil, petrolatum, polyisobutene, hydrogenated polyisobutene, hydrogenated polydecene, polyisohexadecane, natural oils (e.g., caprylic and capric triglycerides, sunflower oil, soybean oil, coconut oil), perfume oils (e.g., limonene), and mixtures thereof). and a deposition aid polymer (preferably, the skin cleansing formulation comprises 0.05 to 5 wt. % (preferably, 0.1 to 2.5 wt. %, more preferably, 0.2 to 1 wt. %, and most preferably, 0.35 to 0.75 wt. %) of a cationic dextran polymer, based on the weight of the skin cleansing formulation), wherein the deposition aid polymer is a cationic dextran polymer, including a dextran polymer functionalized with a quaternary ammonium group, wherein the deposition aid polymer enhances deposition of the dermatologically acceptable oil from the skin cleansing formulation onto mammalian skin.
[0017] Preferably, the skin cleansing formulations of the present invention are liquid formulations. Most preferably, the skin cleansing formulations of the present invention are aqueous liquid formulations.
[0018] Preferably, the skin cleansing formulation of the present invention contains less than 0.001% by weight of silicone based on the weight of the skin cleansing formulation.More preferably, the skin cleansing formulation of the present invention contains less than 0.0001% by weight of silicone based on the weight of the skin cleansing formulation.Most preferably, the skin cleansing formulation of the present invention contains less than the detectable limit of silicone.Silicones include, for example, dimethylpolysiloxane, methylphenylpolysiloxane, polyether-modified silicone oil, and polyamino-modified silicone oil.
[0019] Preferably, the skin cleansing formulation of the present invention comprises a dermatologically acceptable vehicle. More preferably, the skin cleansing formulation of the present invention comprises 25 to 99 wt. % (preferably 30 to 95 wt. %, more preferably 40 to 90 wt. %, and most preferably 70 to 85 wt. %) of the dermatologically acceptable vehicle based on the weight of the skin cleansing formulation. Even more preferably, the skin cleansing formulation of the present invention comprises 25 to 99 wt. % (preferably 30 to 95 wt. %, more preferably 40 to 90 wt. %, and most preferably 70 to 85 wt. %) of the dermatologically acceptable vehicle based on the weight of the skin cleansing formulation, the dermatologically acceptable vehicle comprising water. Even more preferably, the skin cleansing formulation of the present invention comprises 25 to 99 wt. % (preferably 30 to 95 wt. %, more preferably 40 to 90 wt. %, and most preferably 70 to 85 wt. %) of a dermatologically acceptable vehicle, based on the weight of the skin cleansing formulation, the dermatologically acceptable vehicle being selected from the group consisting of water and aqueous C12. 1~4 Most preferably, the skin cleansing formulation of the present invention comprises 25 to 99% (preferably 30 to 95%, more preferably 40 to 90%, and most preferably 70 to 85%) by weight of a dermatologically acceptable vehicle, based on the weight of the skin cleansing formulation, and the dermatologically acceptable vehicle is water.
[0020] Preferably, the water used in the skin cleansing formulations of the present invention is at least one of distilled water and deionized water, more preferably, the water used in the skin cleansing formulations of the present invention is both distilled and deionized.
[0021] Preferably, the skin cleansing formulations of the present invention comprise a dermatologically acceptable oil, more preferably 1 to 25 wt. % (preferably 2 to 20 wt. %, more preferably 2.5 to 15 wt. %, most preferably 4 to 6 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation. Even more preferably, the skin cleansing formulations of the present invention comprise 1 to 25 wt. % (preferably 2 to 20 wt. %, more preferably 2.5 to 15 wt. %, and most preferably 4 to 6 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation, wherein the dermatologically acceptable oil is selected from the group consisting of hydrocarbon oils (e.g., mineral oil, petrolatum, polyisobutene, hydrogenated polyisobutene, hydrogenated polydecene, polyisohexadecane, natural oils (e.g., caprylic and capric triglycerides, sunflower oil, soybean oil, coconut oil, argan oil, olive oil, almond oil), perfume oils (e.g., limonene), and mixtures thereof. Preferably, the skin cleansing formulation of the present invention comprises 1 to 25 wt. % (preferably 2 to 20 wt. %, more preferably 2.5 to 15 wt. %, and most preferably 4 to 6 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation, the dermatologically acceptable oil comprising at least one of petrolatum, mineral oil, and sunflower oil. Most preferably, the skin cleansing formulation of the present invention comprises 1 to 25 wt. % (preferably 2 to 20 wt. %, more preferably 2.5 to 15 wt. %, and most preferably 4 to 6 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation, the dermatologically acceptable oil being sunflower oil.
[0022] Preferably, the skin cleansing formulation of the present invention comprises a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer, including a dextran polymer functionalized with quaternary ammonium groups, which enhances the deposition of a dermatologically acceptable oil from the skin cleansing formulation onto mammalian skin. More preferably, the skin cleansing formulation of the present invention comprises 0.05 to 5 wt. % (preferably, 0.1 to 2.5 wt. %, more preferably, 0.2 to 1 wt. %, and most preferably, 0.35 to 0.75 wt. %) of the deposition aid polymer, based on the weight of the skin cleansing formulation, the deposition aid polymer being a cationic dextran polymer, including a dextran polymer functionalized with quaternary ammonium groups, which enhances the deposition of a dermatologically acceptable oil from the skin cleansing formulation onto mammalian skin. Most preferably, the skin cleansing formulations of the present invention comprise 0.05 to 5 wt. % (preferably 0.1 to 2.5 wt. %, more preferably 0.2 to 1 wt. %, and most preferably 0.35 to 0.75 wt. %) of a deposition aid polymer, based on the weight of the skin cleansing formulation, which is a cationic dextran polymer including a dextran polymer functionalized with a quaternary ammonium group, and which has a Kjeldahl nitrogen content, or TKN, corrected for ash and volatiles, of 0.5 to 4.0 wt. % (preferably 0.75 to 3.25 wt. %, more preferably 0.9 to 2.6 wt. %, and most preferably 1 to 2.0 wt. %) (measured using a Buchi KjelMaster K-375 autoanalyzer as described in ASTM method D-2364 and corrected for volatiles and ash), and which deposition aid polymer enhances the deposition of dermatologically acceptable oil from the skin cleansing formulation onto mammalian skin.
[0023] Preferably, the deposition aid polymer is a dextran polymer functionalized with a quaternary ammonium moiety. More preferably, the deposition aid polymer is a dextran polymer functionalized with a quaternary ammonium moiety, and the dextran polymer is a branched dextran polymer. Even more preferably, the deposition aid polymer is a dextran polymer functionalized with a quaternary ammonium moiety, and the dextran polymer comprises a branched dextran polymer, the branched dextran polymer comprising a plurality of glucose structural units, wherein 90 to 98 mol % (preferably 92.5 to 97.5 mol %, more preferably 93 to 97 mol %, and most preferably 94 to 96 mol %) of the glucose structural units are α-D-1,6 bonded. are connected by , 2 to 10 mol % (preferably 2.5 to 7.5 mol %, more preferably 3 to 7 mol %, and most preferably 4 to 6 mol %) of the glucose structural units are connected by α-1,3 bonds. Most preferably, the deposition aid polymer is a dextran polymer functionalized with a quaternary ammonium moiety, the dextran polymer is a branched dextran polymer, the branched dextran polymer comprises a plurality of glucose structural units, and 90 to 98 mol % (preferably 92.5 to 97.5 mol %, more preferably 93 to 97 mol %, and most preferably 94 to 96 mol %) of the glucose structural units are connected by α-D-1,6 bonds. are connected by 2 to 10 mol % (preferably 2.5 to 7.5 mol %, more preferably 3 to 7 mol %, most preferably 4 to 6 mol %) of glucose structural units are connected by α-1,3 bonds according to formula (i),
[0024] [ka] In the formula, R is hydrogen, C 1~4 Alkyl and hydroxy C 1~4 The alkyl groups are selected from dextran polymer backbones with an average branching of ≦3 anhydroglucose units.
[0025] Preferably, the dextran polymer contains less than 0.01% by weight of alternan based on the weight of the dextran polymer. More preferably, the dextran polymer contains less than 0.001% by weight of alternan based on the weight of the dextran polymer. Most preferably, the dextran polymer contains less than the detectable limit of alternan.
[0026] Preferably, the deposition aid polymer is a dextran polymer functionalized with a quaternary ammonium moiety, the quaternary ammonium moiety being (a) a dextran crosslinking group of formula (A):
[0027] [ka] and (b) a quaternary ammonium group of formula (B)
[0028] [ka]
[0029] wherein
[0030] [ka] are the pendant oxygens on the dextran polymer, and each R 1 are independently substituted or unsubstituted C 1~6 alkyl groups ("substituted" means that the group contains at least one of a halogen, a hydroxy group, an amino group, or a carboxy group) (preferably, each R 1 are independently unsubstituted C 1~6 alkyl groups, and more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, sec-butyl, pentyl, isopentyl, neopentyl, hexyl, and isohexyl, and even more preferably, each R 1are independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, and sec-butyl groups, and even more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, and isopropyl groups, and even more preferably, each R 1 are independently selected from the group consisting of methyl and ethyl groups, and most preferably, each R 1 is a methyl group), each R 2 independently, C 1~6 alkanediyl groups (preferably, each R 2 independently, C 1~4 alkanediyl groups, and more preferably, each R 2 independently, C 1~2 alkanediyl groups, and most preferably each R 2 is a -CH2- group), Y is a divalent bridging group (preferably, Y is C 1~6 Alkanediyl group and -R 3 -OR 4 - groups, and more preferably, Y is a divalent bridging group selected from the group consisting of -R 3 -OR 4 -group), R 3 and R 4 independently, C 1~6 alkanediyl groups (preferably R 3 and R 4 independently, C 1~4 alkanediyl groups, more preferably R 3 and R 4 independently, C 1~3 alkanediyl groups, most preferably R 3 and R 4 are both -CH2CH2- groups) (preferably, R 3 and R 4are identical), and X is a divalent linking group that attaches the quaternary ammonium moiety to a pendant oxygen on the dextran polymer (preferably, X is selected from divalent hydrocarbon groups, which may be optionally substituted (e.g., with hydroxy, alkoxy, ether groups), more preferably, X is -CHCH(OR 6 ) CH2- group, and R 6 is hydrogen and C 1~4 alkyl groups, most preferably X is a -CHCH(OH)CH- group), each R 5 independently, C 1~22 alkyl groups (preferably, each R 5 independently C 1~3 Alkyl groups and C 6~22 alkyl groups, and more preferably, each R 5 are independently selected from the group consisting of methyl and ethyl groups, and most preferably, each R 5 is a methyl group).
[0031] More preferably, the deposition aid polymer is a dextran polymer functionalized with a quaternary ammonium moiety, wherein the quaternary ammonium moiety is selected from the group consisting of at least one of (a) a dextran crosslinking group of formula (A) and (b) a quaternary ammonium group of formula (B), wherein the dextran crosslinking group of formula (A) is a group of formula (C):
[0032] [ka] The quaternary ammonium group of formula (B) is a group of formula (D):
[0033] [ka] During the ceremony,
[0034] [ka] are the pendant oxygens on the dextran polymer, and each R1 are independently substituted or unsubstituted C 1~6 alkyl groups ("substituted" means that the group contains at least one moiety selected from halogen, hydroxy, amino, or carboxy groups) (preferably, each R 1 are independently unsubstituted C 1~6 alkyl groups, and more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, sec-butyl, pentyl, isopentyl, neopentyl, hexyl, and isohexyl, and even more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, and sec-butyl groups, and even more preferably, each R 1 are independently selected from the group consisting of methyl, ethyl, propyl, and isopropyl groups, and even more preferably, each R 1 are independently selected from the group consisting of methyl and ethyl groups, and most preferably, each R 1 is a methyl group), each R 2 independently, C 1~6 alkanediyl groups (preferably, each R 2 independently, C 1~4 More preferably, each R 2 is C 1~2 alkanediyl groups, and most preferably, each R 2 is a -CH2- group), R 3 and R 4 independently, C 1~6 alkanediyl groups (preferably R 3 and R 4 independently, C 1~4 alkanediyl groups, more preferably R 3 and R 4 independently, C 1~3alkanediyl groups, most preferably -CH2CH2- groups) (preferably R 3 and R 4 are the same), each R 6 is hydrogen and C 1~4 alkyl groups (preferably R 6 is hydrogen), each R 7 are independently selected from the group consisting of a methyl group and an ethyl group (preferably a methyl group).
[0035] Even more preferably, the deposition aid polymer is a dextran polymer functionalized with a quaternary ammonium moiety, wherein the quaternary ammonium moiety is selected from the group consisting of at least one of (a) a dextran crosslinking group of formula (A) and (b) a quaternary ammonium group of formula (B), wherein the dextran crosslinking group of formula (A) is
[0036] [ka]
[0037] [ka] and mixtures thereof, and the quaternary ammonium group of formula (B) is a group of formula (D), wherein:
[0038] [ka] are the pendant oxygens on the dextran polymer, and each R 6 is hydrogen and C 1~4 alkyl groups (preferably R 6 is hydrogen), each R 7 are independently selected from the group consisting of a methyl group and an ethyl group (preferably a methyl group).
[0039] Most preferably, the deposition aid polymer is a dextran polymer functionalized with a quaternary ammonium moiety, the quaternary ammonium moiety being selected from the group consisting of (b) a quaternary ammonium group of formula (D), wherein:
[0040] [ka] are the pendant oxygens on the dextran polymer, and each R 6 is hydrogen and C 1~4 alkyl groups (preferably R 6 is hydrogen), each R 7 are independently selected from the group consisting of a methyl group and an ethyl group (preferably a methyl group).
[0041] Preferably, the deposition aid polymer contains <0.001 meq / gram (preferably <0.0001 meq / gram, more preferably <0.00001 meq / gram, most preferably <limit of detectability) aldehyde functional groups.
[0042] Preferably, the deposition aid polymer contains <0.1% (preferably <0.01%, more preferably <0.001%, most preferably <detectable limit) linkages between individual glucose units in the deposition aid polymer that are β-1,4 linkages.
[0043] Preferably, the deposition aid polymer contains <0.1% (preferably <0.01%, more preferably <0.001%, most preferably <detectable limit) linkages between individual glucose units in the deposition aid polymer that are β-1,3 linkages.
[0044] Preferably, the deposition aid polymer contains <0.001 meq / gram (preferably <0.0001 meq / gram, more preferably <0.00001 meq / gram, most preferably <detectable limit) of silicone-containing functional groups.
[0045] Preferably, the deposition aid polymer comprises <0.1 mol % (preferably, 0 to <0.01 mol %, more preferably, 0 to <0.001 mol %, and most preferably, 0 to <detectable limit) of reactive siloxane structural units, the reactive siloxane structural units comprising Si-O moieties. More preferably, the deposition aid polymer comprises <0.1 mol % (preferably, 0 to <0.01 mol %, more preferably, 0 to <0.001 mol %, and most preferably, 0 to <detectable limit) of reactive siloxane structural units, the reactive siloxane structural units comprising Si-O moieties, the reactive siloxane being a polymer that may comprise one or more functional moieties selected from the group consisting of amino, amido, alkoxy, hydroxy, polyether, carboxy, hydride, mercapto, sulfate, phosphate, and / or quaternary ammonium moieties, which may be directly attached to the siloxane backbone via a divalent alkylene radical (i.e., pendant) or may be part of the backbone.
[0046] Preferably, the skin cleansing formulations of the present invention further comprise a dermatologically acceptable personal care cleansing surfactant. More preferably, the skin cleansing formulations of the present invention further comprise 0.01 to 80% by weight (preferably 5 to 50% by weight, more preferably 7.5 to 35% by weight, most preferably 10 to 20% by weight) of a dermatologically acceptable personal care cleansing surfactant, based on the weight of the skin cleansing formulation. Even more preferably, the skin cleansing formulations of the present invention further comprise 0.01 to 80 wt. % (preferably 5 to 50 wt. %, more preferably 7.5 to 35 wt. %, and most preferably 10 to 20 wt. %) of a dermatologically acceptable personal care cleansing surfactant, based on the weight of the skin cleansing formulation, the dermatologically acceptable personal care cleansing surfactant being selected from the group consisting of alkyl polyglucosides (e.g., lauryl glucoside, coco-glucoside, decyl glucoside), glycinates (e.g., sodium cocoyl glycinate), betaines (e.g., alkyl betaines such as cetyl betaine), and coco-glucosides (e.g., hydroxybenzoates, hydroxybenzoates, hydroxybenzoates). amidobetaines such as camidopropyl betaine), taurates (e.g., sodium methyl cocoyl taurate), glutamates (e.g., sodium cocoyl glutamate), sarcosinates (e.g., sodium lauroyl sarcosinate), isethionates (e.g., sodium cocoyl isethionate, sodium lauroyl methyl isethionate), sulfoacetates (e.g., sodium lauryl sulfoacetate), alaninates (e.g., sodium cocoyl alanine), amphoacetates (e.g., sodium cocoamphoacetate), sulfates (e.g., sodium laureth sulfate), sulfonates (e.g., C 14~16Preferably, the skin cleansing formulation further comprises 0.01 to 80 wt. % (preferably, 5 to 50 wt. %, more preferably, 7.5 to 35 wt. %, and most preferably, 10 to 20 wt. %) of a dermatologically acceptable personal care cleansing surfactant, based on the weight of the skin cleansing formulation, wherein the dermatologically acceptable personal care cleansing surfactant comprises a mixture of sodium laureth sulfate (SLES) and cocamidopropyl betaine.
[0047] Preferably, the skin cleansing formulations of the present invention optionally contain antibacterial agents, rheology modifiers, soaps, colorants, pH adjusters, antioxidants (e.g., butylated hydroxytoluene), humectants (e.g., glycerin, sorbitol, monoglycerides, lecithin, glycolipids, fatty alcohols, fatty acids, polysaccharides, sorbitan esters, polysorbates (e.g., polysorbate 20, polysorbate 40, polysorbate 60, and polysorbate 80), diols (e.g., propylene glycol), diol analogs, triglycerides, sorbitol ...
[0023] The skin cleansing formulations of the present invention may further comprise at least one additional ingredient selected from the group consisting of at least one of an antibacterial agent, a dermatologically acceptable personal care cleansing surfactant, a rheology modifier, a soap, a colorant, and a pH adjuster.
[0048] Preferably, the skin cleansing formulations of the present invention further comprise an antibacterial agent. Most preferably, the skin cleansing formulations of the present invention further comprise an antibacterial agent, wherein the antibacterial agent is selected from the group consisting of phenoxyethanol, benzoic acid, benzyl alcohol, sodium benzoate, DMDM hydantoin, 2-ethylhexylglyceryl ether, and an isothiazolinone (e.g., methylchloroisothiazolinone, methylisothiazolinone). Even more preferably, the skin cleansing formulations of the present invention further comprise an antibacterial agent, wherein the antibacterial agent is an isothiazolinone (more preferably, the antibacterial agent is selected from the group consisting of methylisothiazolinone, methylchloroisothiazolinone, and mixtures thereof; most preferably, the biocide is methylisothiazolinone). Most preferably, the skin cleansing formulation of the present invention further comprises an antibacterial agent, wherein the antibacterial agent is an isothiazolinone (more preferably, the antibacterial agent is selected from the group consisting of methylisothiazolinone, methylchloroisothiazolinone, and mixtures thereof; most preferably, the antibacterial agent is methylisothiazolinone), and the skin cleansing formulation is a body wash formulation.
[0049] Preferably, the skin cleansing formulation of the present invention further comprises a soap. More preferably, the skin cleansing formulation of the present invention further comprises a soap selected from the group consisting of sodium stearate, sodium laurate, sodium tallowate, sodium palmitate, potassium stearate, potassium laurate, potassium tallowate, potassium palmitate, and mixtures thereof. Even more preferably, the skin cleansing formulation of the present invention further comprises a soap selected from the group consisting of sodium stearate, sodium laurate, potassium stearate, potassium laurate, and mixtures thereof. Even more preferably, the skin cleansing formulation of the present invention further comprises a soap selected from the group consisting of sodium stearate, potassium stearate, and mixtures thereof. Most preferably, the skin cleansing formulation of the present invention further comprises a soap selected from the group consisting of sodium stearate, potassium stearate, and mixtures thereof.
[0050] Preferably, the skin cleansing formulation of the present invention further comprises a soap, wherein the soap is selected from the group consisting of sodium stearate, sodium laurate, sodium tallowate, sodium palmitate, potassium stearate, potassium laurate, potassium tallowate, potassium palmitate, and mixtures thereof (more preferably, the soap is selected from the group consisting of sodium stearate, sodium laurate, potassium stearate, potassium laurate, and mixtures thereof; even more preferably, the soap is selected from the group consisting of sodium stearate, potassium stearate, and mixtures thereof; most preferably, the soap is sodium stearate), and the skin cleansing formulation is a body wash formulation.
[0051] Preferably, the skin cleansing formulations of the present invention further comprise a rheology modifier. More preferably, the skin cleansing formulations of the present invention further comprise a rheology modifier selected from the group consisting of sodium chloride, cellulose, xanthan gum, acrylate copolymers, and mixtures thereof. Even more preferably, the skin cleansing formulations of the present invention further comprise a rheology modifier, wherein the rheology modifier comprises an acrylate copolymer, wherein the acrylate copolymer is an ionic acrylic rheology modifier. Even more preferably, the skin cleansing formulations of the present invention further comprise a rheology modifier, wherein the rheology modifier is an acrylate copolymer, and wherein the rheology modifier is an alkali-swellable anionic acrylic copolymer (e.g., Aculyn™ 33, Aculyn™ 22, Aculyn™ 28, Aculyn™ 88 rheology modifiers, all available from The Dow Chemical Company). Most preferably, the skin cleansing formulations of the present invention further comprise a rheology modifier, wherein the skin cleansing formulation is a body wash formulation, and the rheology modifier is an alkali-swellable anionic acrylic copolymer (e.g., Aculyn™ 33, Aculyn™ 22, Aculyn™ 28, Aculyn™ 88 rheology modifiers, all available from The Dow Chemical Company).
[0052] Preferably, the skin cleansing formulation of the present invention further comprises a pH adjuster. More preferably, the skin cleansing formulation of the present invention further comprises a pH adjuster and is a body wash formulation. Most preferably, the skin cleansing formulation of the present invention further comprises a pH adjuster and is a body wash formulation, the body wash formulation having a pH of 4.5 to 9 (preferably 5 to 8, most preferably 6 to 7).
[0053] Preferably, the pH adjuster is selected from the group consisting of at least one of citric acid, lactic acid, hydrochloric acid, aminoethylpropanediol, triethanolamine, monoethanolamine, sodium hydroxide, potassium hydroxide, and amino-2-methyl-1-propanol. More preferably, the pH adjuster is selected from the group consisting of at least one of citric acid, lactic acid, sodium hydroxide, potassium hydroxide, triethanolamine, and amino-2-methyl-1-propanol. Even more preferably, the pH adjuster includes triethanolamine. Most preferably, the pH adjuster is triethanolamine.
[0054] Preferably, the skin cleansing formulation of the present invention further comprises a colorant. More preferably, the skin cleansing formulation of the present invention further comprises a colorant and the skin cleansing formulation is a body wash formulation.
[0055] Preferably, the skin cleansing formulation of the present invention is a body wash formulation. More preferably, the skin cleansing formulation of the present invention is a body wash formulation and comprises, based on the weight of the skin cleansing formulation, 25 to 99 wt % (preferably 30 to 90 wt %, more preferably 60 to 85 wt %, and most preferably 75 to 80 wt %) of a dermatologically acceptable vehicle (preferably water), 0.05 to 5 wt % (preferably 0.1 to 2.5 wt %, more preferably 0.2 to 1 wt %, and most preferably 0.35 to 0.75 wt %) of a deposition aid polymer, based on the weight of the skin cleansing formulation, where the deposition aid polymer is a cationic dextran polymer comprising dextran functionalized with quaternary ammonium groups, and 0.05 to 40 wt % (preferably 1 to 15 wt %, more preferably 2.5 to 7.5 wt %) of a dermatologically acceptable oil. Even more preferably, the skin cleansing formulation of the present invention is a body wash formulation and comprises 25 to 99 wt. % (preferably 30 to 90 wt. %, more preferably 60 to 85 wt. %, and most preferably 75 to 80 wt. %) of a dermatologically acceptable vehicle (preferably water) based on the weight of the skin cleansing formulation, and 0.05 to 5 wt. % (preferably 0.1 to 2.5 wt. %, more preferably 0.2 to 1 wt. %, and most preferably 0.35 to 0.75 wt. %) of a deposition aid polymer based on the weight of the skin cleansing formulation, the deposition aid polymer being a quaternary ammonium salt. and 0.5 to 40 wt. % (preferably 1 to 15 wt. %, more preferably 2.5 to 7.5 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation, wherein the dermatologically acceptable oil is selected from the group consisting of hydrocarbon oils (e.g., mineral oil, petrolatum), natural oils (e.g., sunflower oil, soybean oil, coconut oil), silicone oils (e.g., polydimethylsiloxane), fragrance oils (e.g., limonene), and mixtures thereof.Even more preferably, the skin cleansing formulation of the present invention is a body wash formulation and comprises 25 to 99% (preferably 30 to 90%; more preferably 60 to 85%; most preferably 75 to 80%) by weight of a dermatologically acceptable vehicle (preferably water) based on the weight of the skin cleansing formulation, and 0.05 to 5% (preferably 0.1 to 2.5%; more preferably 0.2 to 1%; most preferably 0.35 to 0.75%) by weight of a deposition aid polymer based on the weight of the skin cleansing formulation. and 0.5 to 40 wt. % (preferably 1 to 15 wt. %, more preferably 2.5 to 7.5 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation, wherein the dermatologically acceptable oil is selected from the group consisting of at least one of mineral oil, petrolatum, sunflower oil, soybean oil, coconut oil, silicone oil, and balm oil. Even more preferably, the skin cleansing formulation of the present invention is a body wash formulation and comprises 25 to 99% by weight (preferably 30 to 90% by weight, more preferably 60 to 85% by weight, and most preferably 75 to 80% by weight) of a dermatologically acceptable vehicle (preferably water) and 0.05 to 5% by weight (preferably 0.1 to 2.5% by weight, more preferably 0.2 to 1% by weight, and most preferably 10 to 2 ... and 0.5 to 40 wt. % (preferably 1 to 15 wt. %, more preferably 2.5 to 7.5 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation, wherein the dermatologically acceptable oil comprises sunflower oil.Most preferably, the skin cleansing formulation of the present invention is a body wash formulation, comprising 25 to 99% by weight (preferably 30 to 90% by weight, more preferably 60 to 85% by weight, most preferably 75 to 80% by weight) of a dermatologically acceptable vehicle (preferably water) and 0.05 to 5% by weight (preferably 0.1 to 2.5% by weight, more preferably 0.2 to 1% by weight, most preferably 10 to 20% by weight) of a dermatologically acceptable vehicle (preferably water), based on the weight of the skin cleansing formulation. and 0.5 to 40 wt. % (preferably 1 to 15 wt. %, more preferably 2.5 to 7.5 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation, wherein the dermatologically acceptable oil is sunflower oil.
[0056] Preferably, the skin cleansing formulation of the present invention is a body wash formulation. More preferably, the skin cleansing formulation of the present invention is a body wash formulation, comprising 25 to 99 wt. % (preferably 30 to 90 wt. %, more preferably 60 to 85 wt. %, and most preferably 75 to 80 wt. %) of a dermatologically acceptable vehicle (preferably water) based on the weight of the skin cleansing formulation, and 0.05 to 5 wt. % (preferably 0.1 to 2.5 wt. %, more preferably 0.2 to 1 wt. %, and most preferably 0.35 to 0.75 wt. %) of a deposition aid polymer based on the weight of the skin cleansing formulation. comprises a deposition aid polymer which is a cationic dextran polymer comprising dextran functionalized with quaternary ammonium groups; 0.5 to 40% by weight (preferably 1 to 15% by weight, more preferably 2.5 to 7.5% by weight) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation; and 0.01 to 80% by weight (preferably 5 to 50% by weight, even more preferably 7.5 to 35% by weight, most preferably 10 to 20% by weight) of a dermatologically acceptable personal care cleansing surfactant, based on the weight of the skin cleansing formulation. Even more preferably, the skin cleansing formulation of the present invention is a body wash formulation comprising 25 to 99 wt. % (preferably 30 to 90 wt. %, more preferably 60 to 85 wt. %, and most preferably 75 to 80 wt. %) of a dermatologically acceptable vehicle (preferably water) based on the weight of the skin cleansing formulation; 0.05 to 5 wt. % (preferably 0.1 to 2.5 wt. %, more preferably 0.2 to 1 wt. %, and most preferably 0.35 to 0.75 wt. %) of a deposition aid polymer, based on the weight of the skin cleansing formulation, the deposition aid polymer being a cationic dextran polymer comprising dextran functionalized with quaternary ammonium groups; and 0.5 to 40 wt. % (preferably 1 to 15 wt. %, more preferably 2.5 to 7 wt. %) of a dermatologically acceptable vehicle (preferably water) based on the weight of the skin cleansing formulation.5% by weight of a dermatologically acceptable oil, the dermatologically acceptable oil being selected from the group consisting of hydrocarbon oils (e.g., mineral oil, petrolatum), natural oils (e.g., sunflower oil, soybean oil, coconut oil), silicone oils (e.g., polydimethylsiloxane), fragrance oils (e.g., limonene), and mixtures thereof; and 0.01 to 80% by weight (more preferably, 5 to 50% by weight, even more preferably, 7.5 to 35% by weight, and most preferably, 10 to 20% by weight) of a dermatologically acceptable personal care cleansing surfactant, based on the weight of the skin cleansing formulation, the dermatologically acceptable personal care cleansing surfactant being an alkyl polyglucoside (e.g., lauryl glucoside, coco-glucoside, dextran, methylparaben ... Cyl glucoside), glycinate (e.g., sodium cocoyl glycinate), betaine (e.g., alkyl betaine such as cetyl betaine and amido betaine such as cocamidopropyl betaine), taurate (e.g., sodium methyl cocoyl taurate), glutamate (e.g., sodium cocoyl glutamate), sarcosinate (e.g., sodium lauroyl sarcosinate), isethionate (e.g., sodium cocoyl isethionate, sodium lauroyl methyl isethionate), sulfoacetate (e.g., sodium lauryl sulfoacetate), alaninate (e.g., sodium cocoyl alanine), amphoacetate (e.g., sodium cocoamphoacetate), sulfate (e.g., sodium laureth sulfate), sulfonate (e.g., C. 14~16and a dermatologically acceptable personal care cleansing surfactant selected from the group consisting of: a hydroxybenzoate (e.g., sodium olefin sulfonate), a succinate (e.g., disodium lauryl sulfosuccinate), and mixtures thereof. Even more preferably, the skin cleansing formulation of the present invention is a body wash formulation comprising 25 to 99 wt. % (preferably, 30 to 90 wt. %, more preferably, 60 to 85 wt. %, and most preferably, 75 to 80 wt. %) of a dermatologically acceptable vehicle (preferably, water) based on the weight of the skin cleansing formulation, and 0.05 to 5 wt. % (preferably, 0.1 to 2.5 wt. %, more preferably, 0.2 to 1 wt. %, and most preferably, 0.35 to 0.75 wt. %) of a deposition aid polymer functionalized with a quaternary ammonium group, based on the weight of the skin cleansing formulation. a deposition aid polymer, which is a cationic dextran polymer comprising methylated dextran; 0.5 to 40 wt. % (preferably 1 to 15 wt. %, more preferably 2.5 to 7.5 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation, wherein the dermatologically acceptable oil is selected from the group consisting of at least one of mineral oil, petrolatum, sunflower oil, soybean oil, coconut oil, silicone oil, and balm oil; and 0.01 to 80 wt. % (more preferably 5 to 50 wt. %, even more preferably 7.5 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation.and 5 to 35% by weight, most preferably 10 to 20% by weight, of a dermatologically acceptable personal care cleansing surfactant, wherein the skin cleansing formulation is a body wash formulation, and the dermatologically acceptable personal care cleansing surfactant is selected from the group consisting of alkyl polyglucosides (e.g., lauryl glucoside, coco-glucoside, decyl glucoside), glycinates (e.g., sodium cocoyl glycinate), betaines (e.g., alkyl betaines such as cetyl betaine and amido betaines such as cocamidopropyl betaine), taurine, glycerin, glycerol, glycerols ... esters (e.g., sodium methyl cocoyl taurate), glutamates (e.g., sodium cocoyl glutamate), sarcosinates (e.g., sodium lauroyl sarcosinate), isethionates (e.g., sodium cocoyl isethionate, sodium lauroyl methyl isethionate), sulfoacetates (e.g., sodium lauryl sulfoacetate), alaninates (e.g., sodium cocoyl alanine), amphoacetates (e.g., sodium cocoamphoacetate), sulfates (e.g., sodium laureth sulfate), sulfonates (e.g., C. 14~16and mixtures thereof. Even more preferably, the skin cleansing formulation of the present invention is a body wash formulation comprising 25 to 99 wt. % (preferably 30 to 90 wt. %, more preferably 60 to 85 wt. %, and most preferably 75 to 80 wt. %) of a dermatologically acceptable vehicle (preferably water) based on the weight of the skin cleansing formulation, and 0.05 to 5 wt. % (preferably 0.1 to 2.5 wt. %, more preferably 0.2 to 1 wt. %, and most preferably 0.35 to 0.75 wt. %) of a deposition aid polymer, based on the weight of the skin cleansing formulation, the deposition aid polymer being a cationic dextran polymer comprising dextran functionalized with quaternary ammonium groups. and 0.01 to 80% by weight (more preferably, 5 to 50% by weight, even more preferably, 7.5 to 35% by weight, and most preferably, 10 to 20% by weight) of a dermatologically acceptable personal care cleansing surfactant, based on the weight of the skin cleansing formulation, wherein the skin cleansing formulation is a body wash formulation and the dermatologically acceptable personal care cleansing surfactant comprises a mixture of sodium laureth sulfate (SLES) and cocamidopropyl betaine.Most preferably, the skin cleansing formulation of the present invention is a body wash formulation, comprising 25 to 99 wt. % (preferably 30 to 90 wt. %, more preferably 60 to 85 wt. %, and most preferably 75 to 80 wt. %) of a dermatologically acceptable vehicle (preferably water) based on the weight of the skin cleansing formulation, and 0.05 to 5 wt. % (preferably 0.1 to 2.5 wt. %, more preferably 0.2 to 1 wt. %, and most preferably 0.35 to 0.75 wt. %) of a deposition aid polymer, based on the weight of the skin cleansing formulation, the deposition aid polymer being a cationic dextran polymer comprising dextran functionalized with quaternary ammonium groups. and 0.01 to 80 wt. % (more preferably, 5 to 50 wt. %, even more preferably, 7.5 to 35 wt. %, and most preferably, 10 to 20 wt. %) of a dermatologically acceptable oil, based on the weight of the skin cleansing formulation, wherein the dermatologically acceptable oil is sunflower oil, and the skin cleansing formulation is a body wash formulation, and the dermatologically acceptable personal care cleansing surfactant comprises a mixture of sodium laureth sulfate (SLES) and cocamidopropyl betaine.
[0057] Preferably, the method of making the skin cleansing formulation of the present invention comprises: (a) providing a dermatologically acceptable vehicle; (b) providing a dermatologically acceptable oil; (c) selecting a cationic dextran polymer as a deposition aid for enhancing deposition of the dermatologically acceptable oil onto mammalian skin, wherein the cationic dextran polymer comprises a dextran polymer functionalized with a quaternary ammonium group; (d) providing the selected cationic dextran polymer; and (d) combining the dermatologically acceptable vehicle, the dermatologically acceptable oil, and the cationic dextran polymer to form the skin cleansing formulation. More preferably, the method of making the skin cleansing formulation of the present invention comprises: (a) providing a dermatologically acceptable vehicle; (b) providing a dermatologically acceptable oil; (c) providing a dermatologically acceptable personal care cleansing surfactant; (d) selecting a cationic dextran polymer as a deposition aid for enhancing deposition of the dermatologically acceptable oil onto mammalian skin, wherein the cationic dextran polymer comprises a dextran polymer functionalized with a quaternary ammonium group; (e) providing the selected cationic dextran polymer; and (f) combining the dermatologically acceptable vehicle, the dermatologically acceptable oil, the dermatologically acceptable personal care cleansing surfactant, and the cationic dextran polymer to form the skin cleansing formulation.Most preferably, the method of making the skin cleansing formulations of the present invention comprises the steps of: (a) providing a dermatologically acceptable vehicle; (b) providing a dermatologically acceptable oil; (c) providing a dermatologically acceptable personal care cleansing surfactant; and (d) adding an additive selected from the group consisting of antimicrobial agents, rheology modifiers, soaps, colorants, pH adjusters, antioxidants, humectants, waxes, foaming agents, emulsifiers, fragrances, chelating agents, preservatives, bleaching agents, lubricants, sensory modifiers, sunscreen additives, vitamins, proteins / amino acids, botanical extracts, natural ingredients, bioactive agents, anti-aging agents, penetrating agents, antistatic agents, absorbents, hard particles, soft particles, slip agents, opacifiers, pearlescent agents, and salts. (e) selecting a cationic dextran polymer as a deposition aid for enhancing deposition of the dermatologically acceptable oil onto mammalian skin, wherein the cationic dextran polymer comprises a dextran polymer functionalized with a quaternary ammonium group; (f) providing the selected cationic dextran polymer; and (g) combining the dermatologically acceptable vehicle, the dermatologically acceptable oil, the dermatologically acceptable personal care cleansing surfactant, the at least one additional ingredient, and the cationic dextran polymer to form a skin cleansing formulation.
[0058] Preferably, the method of the present invention for depositing a dermatologically acceptable oil on mammalian skin comprises providing a skin cleansing formulation of the present invention and applying the skin cleansing formulation to mammalian skin. More preferably, the method of the present invention for depositing a dermatologically acceptable oil on mammalian skin further comprises rinsing the skin cleansing formulation from the mammalian skin with rinse water. Most preferably, the method of the present invention for depositing a dermatologically acceptable oil on mammalian skin comprises selecting a skin cleansing formulation of the present invention, applying the skin cleansing formulation to mammalian skin, and rinsing the skin cleansing formulation from the mammalian skin, wherein the skin cleansing formulation is preferably a body wash (preferably, at least 10% by weight (more preferably, at least 12% by weight, most preferably, at least 15% by weight) of the dermatologically acceptable oil from the skin cleansing formulation is deposited on the mammalian skin).
[0059] The scope of the present invention may include the following aspects 1 to 10. [Aspect 1] 1. A skin cleansing formulation comprising: a dermatologically acceptable vehicle; a dermatologically acceptable oil; a deposition aid polymer, wherein the deposition aid polymer is a cationic dextran polymer, including a dextran polymer functionalized with a quaternary ammonium group; Including, A skin cleansing formulation, wherein the deposition aid polymer enhances deposition of the dermatologically acceptable oil from the skin cleansing formulation onto mammalian skin. [Aspect 2] 10. The skin cleansing formulation of embodiment 1, further comprising a dermatologically acceptable personal care cleansing surfactant. [Aspect 3] 3. The skin cleansing formulation of aspect 2, wherein the dermatologically acceptable oil is selected from the group consisting of mineral oil, petrolatum, sunflower oil, soybean oil, coconut oil, silicone oil, and balm oil. [Aspect 4] Aspect 4. A skin cleansing formulation according to aspect 3, wherein the cationic dextran polymer has a Kjeldahl nitrogen content, or TKN, corrected for ash and volatiles, of 1.0 to 4.0% by weight. [Aspect 5] The quaternary ammonium group has the formula (B) attached to the dextran polymer: [ka] ( During the ceremony, [ka] is the dextran polymer having pendant oxygens, X is a divalent linking group that attaches the trialkylammonium moiety to a pendant oxygen on the dextran polymer, and each R 2 independently, C 1~7 alkyl groups, and R 3 is C 1~22 alkyl groups) 5. The skin cleansing formulation according to embodiment 4, wherein the trialkylammonium moiety is selected from the group consisting of: [Aspect 6] X is -CH 2 CH(OR 4 )CH 2 - group, and R 4 is hydrogen and C 1~4 6. The skin cleansing formulation of embodiment 5, wherein the alkyl group is selected from the group consisting of alkyl groups. [Aspect 7] Each R 5 Aspect 7. The skin cleansing formulation according to aspect 6, wherein is a methyl group. [Aspect 8] 8. The skin cleansing formulation of claim 7, wherein the dermatologically acceptable personal care cleansing surfactant comprises a mixture of sodium laureth sulfate (SLES) and cocamidopropyl betaine, and the dermatologically acceptable oil is selected from the group consisting of mineral oil, petrolatum, sunflower oil, soybean oil, coconut oil, silicone oil, and balm oil. [Aspect 9] 1. A method of making a skin cleansing formulation comprising: (a) providing a dermatologically acceptable vehicle; (b) providing a dermatologically acceptable oil; and (c) selecting a cationic dextran polymer as a deposition aid for enhancing deposition of the dermatologically acceptable oil onto mammalian skin, wherein the cationic dextran polymer comprises a dextran polymer functionalized with a quaternary ammonium group; (d) combining the dermatologically acceptable vehicle, the dermatologically acceptable oil, and the cationic dextran polymer to form a skin cleansing formulation; A method comprising: [Aspect 10] 1. A method for depositing a dermatologically acceptable oil onto mammalian skin, comprising: Providing a skin cleansing formulation according to aspect 1; applying the skin cleansing formulation to the skin of a mammal; A method comprising: Some embodiments of the present invention are described in detail in the following examples.
[0060] Example S1: Synthesis of cationic dextran polymer Dextran (30.59 g, Sigma / Aldrich product D4876, molecular weight 130-170 kDa) and deionized water (140.75 g) were added to a 500 mL four-neck round-bottom flask equipped with a rubber ceramic cap, nitrogen inlet, pressure-equalizing addition funnel, stirring paddle and motor, subsurface thermocouple connected to a J-KEM controller, and a Friedrich condenser connected to a mineral oil bubbler. A 70% aqueous solution of 2,3-epoxypropyltrimethylammonium chloride (27.14 g, QUAB® 151, available from SKW QUAB Chemicals) was added to the addition funnel. The contents of the flask were stirred until the dextran dissolved in the deionized water. While stirring the contents, the apparatus was purged with nitrogen to displace any oxygen trapped in the system. The nitrogen flow rate was approximately 1 bubble per second. The mixture was purged with nitrogen while stirring for 1 hour. Using a plastic syringe, 25% aqueous sodium hydroxide (4.75 g) was added to the contents of the flask over several minutes while stirring under nitrogen. The contents of the flask were then stirred under nitrogen for 30 minutes. The contents of the addition funnel were then added dropwise to the contents of the flask over several minutes under nitrogen with continued stirring. After the contents of the addition funnel were transferred to the contents of the flask, the mixture was stirred for 5 minutes. Heat was then applied to the contents of the flask with a heating mantle controlled using a J-KEM controller set at 70°C. The contents of the flask were heated and maintained at 70°C for 90 minutes. The contents of the flask were then cooled to room temperature while maintaining positive nitrogen pressure within the flask. When the contents of the flask reached room temperature, acetic acid (2.50 g) was added dropwise to the contents of the flask via syringe, and the mixture was stirred for 5 minutes. The polymer was recovered by non-solvent precipitation of this aqueous solution with excess methanol. The precipitated cationic dextran polymer was then recovered by filtration through a Buchner funnel and dried overnight in vacuo at 50°C. The product, a branched cationic dextran polymer, was an off-white solid (29.8 g) with a volatile content of 3.80% and an ash content (as sodium chloride) of 0.03%. Volatiles and ash were measured as described in ASTM Method D-2364.The Kjeldahl nitrogen content was measured using a Buchi KjelMaster K-375 autoanalyzer and found to be 1.58% (corrected for volatiles and ash), corresponding to a degree of trimethylammonium substitution of 0.22.
[0061] Example S2: Synthesis of cationic dextran polymer Dextran (30.5 g, Aldrich Product No. D4876) and deionized water (141 g) were added to a 500 mL four-neck round-bottom flask equipped with a rubber ceramic cap, nitrogen inlet, pressure-equalizing addition funnel, stirring paddle and motor, subsurface thermocouple connected to a J-KEM controller, and a Freidrich condenser connected to a mineral oil bubbler. A 70% aqueous solution of 2,3-epoxypropyltrimethylammonium chloride (21.7 g, QUAB® 151, available from QUAB Chemicals) was added to the addition funnel. The contents of the flask were stirred until the dextran dissolved in the deionized water. While stirring the contents, the apparatus was purged with nitrogen to displace any oxygen entrapped in the system. The nitrogen flow rate was approximately 1 bubble per second. The mixture was purged with nitrogen while stirring for 1 hour. Using a plastic syringe, 25% aqueous sodium hydroxide (4.75 g) was added to the contents of the flask over several minutes while stirring under nitrogen. The contents of the flask were then stirred under nitrogen for 30 minutes. The contents of the addition funnel were then added dropwise to the contents of the flask over several minutes while continuing to stir under nitrogen. After the contents of the addition funnel were transferred to the contents of the flask, the mixture was stirred for 5 minutes. Heat was then applied to the contents of the flask with a heating mantle controlled using a J-KEM controller set at 70°C. The contents of the flask were heated and maintained at 70°C for 90 minutes. The contents of the flask were then cooled to room temperature while maintaining positive nitrogen pressure within the flask. When the contents of the flask reached room temperature, glacial acetic acid (2.5 g) was added dropwise to the contents of the flask via syringe. The contents of the flask were then stirred for 5 minutes. Excess methanol was then added to the contents of the flask with vigorous stirring to precipitate the cationic dextran polymer from solution. The precipitated cationic dextran polymer was then recovered by filtration through a Buchner funnel and dried overnight at 50°C in vacuo.The product cationic dextran polymer was an off-white solid (29.8 g) with a volatile matter content of 3.80%, an ash content of 0.03% (as sodium chloride), and a Kjeldahl nitrogen content of 1.59%, corresponding to a degree of cationic substitution of 0.211.
[0062] Comparative Examples C1-C3 and Example 1: Body Wash Formulation In each of Comparative Examples C1-C3 and Example 1, a body wash formulation was prepared by combining the ingredients in the amounts listed in Table 1.
[0063] [Table 1]
[0064] Performance Test The body wash formulations from each of Comparative Examples C1-C3 and Example 1 were set to a pH of 6.5 using citric acid (25% in water). The final compositions were then applied to Vitro-Skin® Advanced Test Substrates (available from IMS Inc.) using a cot-covered finger. The treated substrates were then rinsed with deionized water to remove any oil from the substrate. depositionThe skin cleansing formulations were evaluated. Eight replicate Vitro-Skin® high-grade test substrate samples were prepared for each skin cleansing formulation. The following procedure was used: (a) Vitro-Skin® high-grade test substrates were cut into 4 cm x 4 cm pieces, (b) each test substrate was weighed, (c) a 0.2 mL sample of the skin cleansing formulation was deposited onto the rough surface of the test substrate using a 1 mL HSW syringe (Henke Saas Wolf GmbH), (d) the deposited skin cleansing formulation was then gently rubbed onto the substrate for approximately 15 seconds using a cot-covered finger, (e) each test substrate was reweighed after treatment with the skin cleansing formulation, (f) each treated substrate was allowed to sit for 20 seconds before rinsing with water, and (g) each treated substrate was then rinsed with water at a flow rate of 1 L / min at a water temperature of 32-38°C. The rough surface (the surface to which the skin cleansing formulation was applied) faced the stream of rinse water at a 45° angle, 5–10 cm from the tap outlet, for 15 seconds, and (h) each rinsed substrate was placed in a clean tray with the treated surface facing up and left for 1 hour before proceeding with the sunflower oil deposition analysis.
[0065] Sunflower Oil Sediment Analysis Deposition of sunflower oil onto Vitro-Skin® advanced test substrates was quantified by two-dimensional gas chromatography mass spectrometry (2D-GC / MS) analysis.
[0066] Sample Preparation: Each rinsed skin deposit sample (4 cm x 4 cm strip) was then placed in a 1 oz. vial filled with 20 mL of hexane. The samples were then shaken on a shaker for approximately 1.5 hours. A portion of the liquid in each vial (5 mL) was then transferred to a separate 10 mL vial. 5 mL of 1 M KOH / MeOH solution was then added to each 10 mL vial. The 10 mL vials were then placed on a shaker for 1 hour, after which they were allowed to settle for 30 minutes. The hexane layer was then filtered from each 10 mL vial using a 0.2 μm PTFE filter into an autosampler vial and analyzed by GC / MS.
[0067] 2D-GC / MS conditions: An Agilent 7890B GC equipped with a flame ionization detector (FID) and a 5977A mass selective detector (MSD) was used for the analysis of sunflower oil. The GC conditions are listed in Table 2 below.
[0068] [Table 2]
[0069] External calibration was applied to obtain the response factor for sunflower oil. A 1,000 mg / L stock solution was prepared by weighing 10 mg of sunflower oil into a 20 mL vial and adding 10 mL of hexane to the vial to achieve an accurate concentration of 1,000 mg / L. Calibration standard solutions at concentration levels of 1, 2, 5, 10, 20, 50, 100, 200, and 500 mg / L were prepared by serial dilution from the stock solution using hexane as the diluent. 2 mL of each standard solution was combined with 200 μL of 1 M KOH / MeOH solution in a 5 mL vial. Each solution was shaken for 1 hour and then allowed to settle for 30 minutes in a lab hood until clear phase separation was achieved. Approximately 350 μL of the upper hexane layer was then transferred to a low-volume autosampler vial (with insert) for GC analysis.
[0070] The percent deposition of sunflower oil was calculated using the following formula: Sedimentation % = (((W × wt% of sunflower oil) / v) / C) where % Deposition is the weight percent of sunflower oil from the applied formulation remaining on the Vitro-Skin® Advanced Test Substrate, C is the concentration of sunflower oil in the extraction solvent in mg / mL as measured by 2D-GC / MS, W is the weight of the formulation in mg applied to the Vitro-Skin® Advanced Test Substrate, wt% Sunflower Oil is the concentration of sunflower oil in wt% in the applied formulation, and v is the volume of hexane in mL added to the applied formulation. The results are listed in Table 3.
[0071] Table 3
Claims
1. 1. A skin cleansing formulation comprising: a dermatologically acceptable vehicle; a dermatologically acceptable oil; a deposition aid polymer, the deposition aid polymer being a cationic dextran polymer, including a branched dextran polymer functionalized with a quaternary ammonium group; Including, the branched dextran polymer comprises a plurality of glucose structural units; 90-98 mol% of the glucose structural units are connected by α-D-1,6 bonds, 2-10 mol % of the glucose structural units are connected by α-1,3 bonds, the branched dextran polymer has a Kjeldahl nitrogen content (TKN) corrected for ash and volatile matter of 0.5 to 4.0 wt. %; the dextran from which the branched dextran polymer functionalized with quaternary ammonium groups is prepared has a molecular weight of 130,000 to 170,000; The quaternary ammonium group has the formula (B): 【Chemistry 1】 (In the formula, 【Chemistry 2】 is a pendant oxygen on said branched dextran polymer; X is a divalent linking group that attaches a quaternary ammonium moiety to a pendant oxygen on said branched dextran polymer; and each R 5 is independently selected from the group consisting of C 1-22 alkyl groups. and the quaternary ammonium group is selected from the group consisting of A skin cleansing formulation, wherein the deposition aid polymer enhances deposition of the dermatologically acceptable oil from the skin cleansing formulation onto mammalian skin.
2. 10. The skin cleansing formulation of claim 1 further comprising a dermatologically acceptable personal care cleansing surfactant.
3. 3. The skin cleansing formulation of claim 2, wherein the dermatologically acceptable oil is selected from the group consisting of mineral oil, petrolatum, sunflower oil, soybean oil, coconut oil, silicone oil, and balm oil.
4. 4. A skin cleansing formulation according to claim 3, wherein the cationic dextran polymer has a Kjeldahl nitrogen content (TKN) corrected for ash and volatiles of 1.0 to 4.0% by weight.
5. X is -CH 2 CH(OR 6)CH 2 - group, and R 6 is hydrogen and C 1~4 5. The skin cleansing formulation of claim 4, wherein the alkyl group is selected from the group consisting of alkyl groups.
6. Each R 5 6. The skin cleansing formulation of claim 5, wherein is a methyl group.
7. 7. The skin cleansing formulation of claim 6, wherein the dermatologically acceptable personal care cleansing surfactant comprises a mixture of sodium laureth sulfate (SLES) and cocamidopropyl betaine, and the dermatologically acceptable oil is selected from the group consisting of mineral oil, petrolatum, sunflower oil, soybean oil, coconut oil, silicone oil, and fragrance oil.
8. 1. A method of making a skin cleansing formulation comprising: (a) providing a dermatologically acceptable vehicle; (b) providing a dermatologically acceptable oil; (c) selecting a cationic dextran polymer as a deposition aid to enhance deposition of said dermatologically acceptable oil onto mammalian skin; (d) combining the dermatologically acceptable vehicle, the dermatologically acceptable oil, and the cationic dextran polymer to form a skin cleansing formulation; Including, the cationic dextran polymer comprises a branched dextran polymer functionalized with quaternary ammonium groups; the branched dextran polymer comprises a plurality of glucose structural units; 90-98 mol% of the glucose structural units are connected by α-D-1,6 bonds, 2-10 mol % of the glucose structural units are connected by α-1,3 bonds, the branched dextran polymer has a Kjeldahl nitrogen content (TKN) corrected for ash and volatile matter of 0.5 to 4.0 wt. %; the dextran from which the branched dextran polymer functionalized with quaternary ammonium groups is prepared has a molecular weight of 130,000 to 170,000; The quaternary ammonium group has the formula (B): 【Transformation 3】 (In the formula, 【Chemistry 4】 is a pendant oxygen on said branched dextran polymer; X is a divalent linking group that attaches a quaternary ammonium moiety to a pendant oxygen on said branched dextran polymer; and each R 5 is independently selected from the group consisting of C 1-22 alkyl groups. wherein the quaternary ammonium group is selected from the group consisting of:
9. 1. A method for depositing a dermatologically acceptable oil onto mammalian skin, comprising: Providing a skin cleansing formulation according to claim 1; applying the skin cleansing formulation to the skin of a mammal; A method comprising:
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