Patent Application
20230093715
The present invention relates to a hair cleanser. In particular, the present invention relates to a hair cleanser containing: a dermatologically acceptable vehicle; a dermatologically acceptable hair care cleansing surfactant; a dermatologically acceptable silicone; and a deposition aid polymer, wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I)
wherein X is a halogen; wherein each R1 is independently selected from a substituted or unsubstituted C1-6 alkyl group; wherein each R2 is independently selected from the group consisting of a C1-6 alkanediyl group; wherein Y is a divalent bridging group; and wherein the deposition aid polymer enhances deposition of the dermatologically acceptable silicone from the hair cleanser onto mammalian hair.
Deposition of silicone is of particular interest for various personal care compositions. In particular, there is interest for personal care cleansers (e.g., body wash, face wash, hand wash, soap, shampoo, shampoo conditioners and hair conditioners) that provide moisturizing/conditioning benefits in addition to cleaning benefits.
Hair cleansing has become an ubiquitous component of personal hygiene. Cleansing of the hair facilitates the removal of dirt, germs and other things that are perceived as harmful to the hair or the individual. Cleansing formulations typically including a surfactant to promote the removal of materials deposited on the hair. Unfortunately, the cleansing formulations remove both undesirable and desirable materials from hair. For example, cleansing formulations frequently undesirably remove oils from hair, which oils operate to protect hair from loss of moisture. Removal of too much oil from hair may leave the hair vulnerable to becoming dry and damaged. One solution to this concern is the selection of mild surfactants. Another approach is to incorporate additives that help replace the oils removed through deposition; however, this approach has proven difficult in implementation, particularly in rinse off applications.
In U.S. Pat. No. 7,067,499, Erazo-Majewicz, et al disclose personal care and household care product composition comprising at least one cationic polygalactomannan or a derivative of cationic polygalactomannans wherein the derivative moiety on the cationic derivatized polygalactomannan is selected from the group consisting of alkyl, hydroxyalkyl, alkylhydroxyalkyl, and carboxymethyl wherein the alkyl has a carbon chain containing from 1 to 22 carbons and the hydroxyalkyl is selected from the group consisting of hydroxyethyl, hydroxypropyl, and hydroxybutyl, wherein the at least one cationic polygalactomannan or derivative of cationic polygalactomannans have a mean average molecular weight (Mw) having a lower limit of 5,000 and an upper limit of 200,000 and having a light transmittance in a 10% aqueous solution of greater than 80% at a light wavelength of 600 nm and a protein content of less than 1.0% by weight of polysaccharide, and aldehyde functionality content of at least 0.01 meg/gram.
While conventionally used deposition aids such as soluble cationic modified celluloses (e.g., polyquaternium-10), guar hydroxypropyltrimonium chloride and other cationic polymers (e.g., polyquaternium-6, polyquaternium-7) provide a certain level of deposition in personal care cleansers; they nevertheless exhibit low efficiency necessitating a relatively high incorporation of the active into the personal care cleanser formulation to facilitate desired results. Such high active (e.g., silicone) levels, however, detrimentally effect the foam/lathery in use consumer feel of the formulation and cost.
Accordingly, there remains a need for deposition aids that facilitate enhanced efficiency of silicone deposition from hair cleansing formulations.
The present invention provides a hair cleanser, comprising: a dermatologically acceptable vehicle; a dermatologically acceptable hair care cleansing surfactant; a dermatologically acceptable silicone; and a deposition aid polymer, wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I)
wherein X is a halogen; wherein each R1 is independently selected from a substituted or unsubstituted C1-6 alkyl group; wherein each R2 is independently selected from the group consisting of a C1-6 alkanediyl group; wherein Y is a divalent bridging group; and wherein the deposition aid polymer enhances deposition of the dermatologically acceptable silicone from the hair cleanser onto mammalian hair.
The present invention provides a method of cleansing mammalian hair and simultaneously depositing silicone on to the mammalian hair, comprising: selecting a hair cleanser of the present invention; and applying the hair cleanser to mammalian hair.
We have surprisingly found that silicone deposition from hair cleansers can be enhanced through incorporation of a deposition aid polymer, wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I)
wherein X is a halogen; wherein each R1 is independently selected from a substituted or unsubstituted C1-6 alkyl group; wherein each R2 is independently selected from the group consisting of a C1-6 alkanediyl group; wherein Y is a divalent bridging group; and wherein the deposition aid polymer enhances deposition of the dermatologically acceptable silicone from the hair cleanser onto mammalian hair.
Unless otherwise indicated, ratios, percentages, parts, and the like are by weight.
As used herein, unless otherwise indicated, the phrase “molecular weight” or Mw refers to the weight average molecular weight as measured in a conventional manner with gel permeation chromatography (GPC) and conventional standards, such as polyethylene glycol standards. GPC techniques are discussed in detail in Modern Size Exclusion Chromatography, W. W. Yau, J. J. Kirkland, D. D. Bly; Wiley-Interscience, 1979, and in A Guide to Materials Characterization and Chemical Analysis, J. P. Sibilia; VCH, 1988, p. 81-84. Molecular weights are reported herein in units of Daltons, or equivalently, g/mol.
The term “dermatologically acceptable” as used herein and in the appended refers to ingredients that are typically used for topical application to the skin, and is intended to underscore that materials that are toxic when present in the amounts typically found in skin care compositions are not contemplated as part of the present invention.
Preferably, the hair cleanser of the present invention is selected from the group consisting of a shampoo and a conditioning shampoo. More preferably, the hair cleanser of the present invention is a conditioning shampoo.
Preferably, the hair cleanser of the present invention, comprises: a dermatologically acceptable vehicle (preferably, wherein the hair cleanser comprises 25 to 99 wt % (preferably, 30 to 95 wt %; more preferably, 40 to 90 wt %; most preferably, 70 to 85 wt %), based on weight of the hair cleanser, of a dermatologically acceptable vehicle); a dermatologically acceptable hair care cleansing surfactant (preferably, wherein the hair cleanser comprises 0.01 to 80 wt % (preferably, 1 to 50 wt %; more preferably, 5 to 20 wt %; most preferably, 7 to 15 wt %), based on weight of the hair cleanser, of a dermatologically acceptable hair care cleansing surfactant); a dermatologically acceptable silicone (preferably, wherein the hair cleanser comprises 0.1 to 5 wt % (more preferably, 0.15 to 4 wt %; still more preferably, 0.25 to 2 wt %; most preferably, 0.5 to 1.5 wt %), based on weight of the hair cleanser, of the dermatologically acceptable silicone; and a deposition aid polymer (preferably, wherein the hair cleanser comprises 0.1 to 1 wt % (preferably, 0.15 to 0.75 wt %; more preferably, 0.2 to 0.5 wt %; most preferably, 0.25 to 0.4 wt %), based on weight of the hair cleanser, of a tertiary amine functionalized dextran polymer), wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I)
wherein X is a halogen; wherein each R1 is independently selected from a substituted or unsubstituted C1-6 alkyl group; wherein each R2 is independently selected from the group consisting of a C1-6 alkanediyl group; wherein Y is a divalent bridging group; and wherein the deposition aid polymer enhances deposition of the dermatologically acceptable silicone from the hair cleanser onto mammalian hair.
Preferably, the hair cleanser of the present invention is a liquid formulation. More preferably, the hair cleanser of the present invention is an aqueous liquid formulation.
Preferably, the hair cleanser of the present invention, comprises a dermatologically acceptable vehicle. More preferably, the hair cleanser of the present invention, comprises: 25 to 99 wt % (preferably, 30 to 97.5 wt %; more preferably, 60 to 95 wt %; most preferably, 75 to 90 wt %), based on weight of the hair cleanser, of a dermatologically acceptable vehicle. Still more preferably, the hair cleanser of the present invention, comprises: 25 to 99 wt % (preferably, 30 to 97.5 wt %; more preferably, 60 to 95 wt %; most preferably, 75 to 90 wt %), based on weight of the hair cleanser, of a dermatologically acceptable vehicle; wherein the dermatologically acceptable vehicle comprises water. Yet more preferably, the hair cleanser of the present invention, comprises: 25 to 99 wt % (preferably, 30 to 97.5 wt %; more preferably, 60 to 95 wt %; most preferably, 75 to 90 wt %), based on weight of the hair cleanser, of a dermatologically acceptable vehicle; wherein the dermatologically acceptable vehicle is selected from the group consisting of water and an aqueous C1-4 alcohol mixture. Most preferably, the hair cleanser of the present invention, comprises: 25 to 99 wt % (preferably, 30 to 97.5 wt %; more preferably, 60 to 95 wt %; most preferably, 75 to 90 wt %), based on weight of the hair cleanser, of a dermatologically acceptable vehicle; wherein the dermatologically acceptable vehicle is water.
Preferably, the water used in the hair cleanser of the present invention is at least one of distilled water and deionized water. More preferably, the water used in the hair cleanser of the present invention is distilled and deionized.
Preferably, the hair cleanser of the present invention further comprises a dermatologically acceptable hair care cleansing surfactant. More preferably, the hair care formulation of the present invention further comprises a dermatologically acceptable hair care cleansing surfactant, wherein the dermatologically acceptable hair 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), 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 alaninate), amphoacetates (e.g., sodium cocoamphoacetate), sulfates (e.g., sodium lauryl ether sulfate (SLES)), sulfonates (e.g., sodium C14-16 olefin sulfonate), succinates (e.g., disodium lauryl sulfosuccinate), fatty alkanolamides (e.g., cocamide monoethanolamine, cocamide diethanolamine, soyamide diethanolamine, lauramide diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramide monoethanolamine, capramide diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, tallowamide diethanolamine, lauramide monoisopropanolamine, tallowamide monoethanolamine, isostearamide diethanolamine, isostearamide monoethanolamine) and mixtures thereof. Still more preferably, the hair care formulation of the present invention further comprises a dermatologically acceptable hair care cleansing surfactant; wherein the hair care formulation is selected from the group consisting of a shampoo and a conditioning shampoo; and wherein the dermatologically acceptable hair 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), 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 alaninate), amphoacetates (e.g., sodium cocoamphoacetate), sulfates (e.g., sodium lauryl ether sulfate (SLES)), sulfonates (e.g., sodium C14-16 olefin sulfonate), succinates (e.g., disodium lauryl sulfosuccinate), fatty alkanolamides (e.g., cocamide monoethanolamine, cocamide diethanolamine, soyamide diethanolamine, lauramide diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramide monoethanolamine, capramide diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, tallowamide diethanolamine, lauramide monoisopropanolamine, tallowamide monoethanolamine, isostearamide diethanolamine, isostearamide monoethanolamine) and mixtures thereof. Most preferably, the hair care formulation of the present invention further comprises a dermatologically acceptable hair care cleansing surfactant; wherein the hair care formulation is selected from the group consisting of a shampoo and a conditioning shampoo; and wherein the dermatologically acceptable hair care cleansing surfactant comprises a mixture of a betaine (preferably, cocamidopropyl betaine), a sulfate (preferably, sodium lauryl ether sulfate (SLES)), and a fatty alkanolamide (preferably, cocamide monoethanolamine).
Preferably, the hair care formulation of the present invention further comprises 0.01 to 80 wt % (more preferably, 1 to 50 wt %; still more preferably, 5 to 20 wt %, most preferably, 7 to 15 wt %), based on weight of the hair care formulation, of a dermatologically acceptable hair care cleansing surfactant. More preferably, the hair care formulation of the present invention further comprises 0.01 to 80 wt % (more preferably, 1 to 50 wt %; still more preferably, 5 to 20 wt %, most preferably, 7 to 15 wt %), based on weight of the hair care formulation, of a dermatologically acceptable hair care cleansing surfactant, wherein the dermatologically acceptable hair 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), 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 alaninate), amphoacetates (e.g., sodium cocoamphoacetate), sulfates (e.g., sodium lauryl ether sulfate (SLES)), sulfonates (e.g., sodium C14-16 olefin sulfonate), succinates (e.g., disodium lauryl sulfosuccinate), fatty alkanolamides (e.g., cocamide monoethanolamine, cocamide diethanolamine, soyamide diethanolamine, lauramide diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramide monoethanolamine, capramide diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, tallowamide diethanolamine, lauramide monoisopropanolamine, tallowamide monoethanolamine, isostearamide diethanolamine, isostearamide monoethanolamine) and mixtures thereof. Still more preferably, the hair care formulation of the present invention further comprises 0.01 to 80 wt % (more preferably, 1 to 50 wt %; still more preferably, 5 to 20 wt %, most preferably, 7 to 15 wt %), based on weight of the hair care formulation, of a dermatologically acceptable hair care cleansing surfactant; wherein the hair care formulation is selected from the group consisting of a shampoo and a conditioning shampoo and wherein the dermatologically acceptable hair 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), 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 alaninate), amphoacetates (e.g., sodium cocoamphoacetate), sulfates (e.g., sodium lauryl ether sulfate (SLES)), sulfonates (e.g., sodium C14-16 olefin sulfonate), succinates (e.g., disodium lauryl sulfosuccinate), fatty alkanolamides (e.g., cocamide monoethanolamine, cocamide diethanolamine, soyamide diethanolamine, lauramide diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramide monoethanolamine, capramide diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, tallowamide diethanolamine, lauramide monoisopropanolamine, tallowamide monoethanolamine, isostearamide diethanolamine, isostearamide monoethanolamine) and mixtures thereof. Most preferably, the hair care formulation of the present invention further comprises 0.01 to 80 wt % (more preferably, 1 to 50 wt %; still more preferably, 5 to 20 wt %, most preferably, 7 to 15 wt %), based on weight of the hair care formulation, of a dermatologically acceptable hair care cleansing surfactant; wherein the hair care formulation is a conditioning shampoo and wherein the dermatologically acceptable hair care cleansing surfactant comprises a mixture of a betaine (preferably, cocamidopropyl betaine), a sulfate (preferably, sodium lauryl ether sulfate (SLES)), and a fatty alkanolamide (preferably, cocamide monoethanolamine).
Preferably, the hair cleanser of the present invention comprises a dermatologically acceptable silicone. More preferably, the hair cleanser of the present invention comprises 0.1 to 5 wt % (preferably, 0.15 to 4 wt %; more preferably, 0.25 to 2 wt %; most preferably, 0.5 to 1.5 wt %), based on weight of the hair cleanser, of a dermatologically acceptable silicone (preferably, wherein the dermatologically acceptable silicone conditions hair). Still more preferably, the hair cleanser of the present invention comprises 0.1 to 5 wt % (preferably, 0.15 to 4 wt %; more preferably, 0.25 to 2 wt %; most preferably, 0.5 to 1.5 wt %), based on weight of the hair cleanser, of a dermatologically acceptable silicone, wherein the dermatologically acceptable silicone is selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecyl methicone, hexamethyldisiloxane, methicone, phenyl dimethicone, stearoxy dimethicone polyalkyl siloxane, polyalkylaryl siloxane, silicone gums (i.e., polydiorganosiloxanes having a weight average molecular weight of 200,000 to 1,000,000 Daltons), polyaminofunctional silicones (e.g., Dow Corning® 929) and mixtures thereof. Yet more preferably, the hair cleanser of the present invention comprises 0.1 to 5 wt % (preferably, 0.15 to 4 wt %; more preferably, 0.25 to 2 wt %; most preferably, 0.5 to 1.5 wt %), based on weight of the hair cleanser, of a dermatologically acceptable silicone, wherein the dermatologically acceptable silicone is selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecyl methicone, hexamethyldisiloxane, methicone, phenyl dimethicone, stearoxy dimethicone and mixtures thereof. Still yet more preferably, the hair cleanser of the present invention comprises 0.1 to 5 wt % (preferably, 0.15 to 4 wt %; more preferably, 0.25 to 2 wt %; most preferably, 0.5 to 1.5 wt %), based on weight of the hair cleanser, of a dermatologically acceptable silicone, wherein the dermatologically acceptable silicone is selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecyl methicone, methicone and mixtures thereof. Yet still more preferably, the hair cleanser of the present invention comprises 0.1 to 5 wt % (preferably, 0.15 to 4 wt %; more preferably, 0.25 to 2 wt %; most preferably, 0.5 to 1.5 wt %), based on weight of the hair cleanser, of a dermatologically acceptable silicone, wherein the dermatologically acceptable silicone is selected from the group consisting of amodimethicone, dimethicone, dimethiconol and a mixture thereof. Most preferably, the hair cleanser of the present invention comprises 0.1 to 5 wt % (preferably, 0.15 to 4 wt %; more preferably, 0.25 to 2 wt %; most preferably, 0.5 to 1.5 wt %), based on weight of the hair cleanser, of a dermatologically acceptable silicone, wherein the dermatologically acceptable silicone comprises a dimethiconol.
Preferably, the hair cleanser of the present invention comprises a deposition aid polymer, wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I); wherein the deposition aid polymer enhances deposition of the dermatologically acceptable silicone from the hair cleanser onto mammalian hair. More preferably, the hair cleanser of the present invention comprises 0.1 to 1 wt % (preferably, 0.15 to 0.75 wt %; more preferably, 0.2 to 0.5 wt %; most preferably, 0.25 to 0.4 wt %), based on weight of the hair cleanser, of a deposition aid polymer; wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I); wherein the deposition aid polymer enhances deposition of the dermatologically acceptable silicone from the hair cleanser onto mammalian hair. Most preferably, the hair cleanser of the present invention comprises 0.1 to 1 wt % (preferably, 0.15 to 0.75 wt %; more preferably, 0.2 to 0.5 wt %; most preferably, 0.25 to 0.4 wt %), based on weight of the hair cleanser, of a deposition aid polymer; wherein the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I); wherein the deposition aid polymer has a Kjeldahl nitrogen content corrected for ash and volatiles, TKN, of 0.5 to 5.0 wt % (preferably, 0.75 to 4 wt %; more preferably, 1 to 3.5 wt %; most preferably, 1.5 to 3.0 wt %) (measured using a Buchi KjelMaster K-375 automated analyzer, corrected for volatiles and ash measured as described in ASTM method D-2364); and wherein the deposition aid polymer enhances deposition of the dermatologically acceptable silicone from the hair cleanser onto mammalian hair.
Preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I). More preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I); wherein the dextran polymer is a branched chain 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 %; most preferably, 94 to 96 mol %) of the glucose structural units are connected by α-D-1,6 linkages and 2 to 10 mol % (preferably, 2.5 to 7.5 mol %; more preferably, 3 to 7 mol %; most preferably, 4 to 6 mol %) of the glucose structural units are connected by α-1,3 linkages. Most preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I); wherein the dextran polymer is a branched chain 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 %; most preferably, 94 to 96 mol %) of the glucose structural units are connected by α-D-1,6 linkages and 2 to 10 mol % (preferably, 2.5 to 7.5 mol %; more preferably, 3 to 7 mol %; most preferably, 4 to 6 mol %) of the glucose structural units are connected by α-1,3 linkages according to formula III
wherein R is selected from a hydrogen, a C1-4 alkyl group and a hydroxy C1-4 alkyl group; and wherein the average branch off the dextran polymer backbone is ≤3 anhydroglucose units.
Preferably, the branched chain dextran polymer contain less than 0.01 wt %, based on weight of the branched chain dextran polymer, of alternan. More preferably, the branched chain dextran polymer contain less than 0.001 wt %, based on weight of the branched chain dextran polymer, of alternan. Most preferably, the branched chain dextran polymer contain less than the detectable limit of alternan.
Preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I). More preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I)
wherein X is a halogen (preferably, wherein each X is independently selected from the group consisting of —Cl, —Br and —I; more preferably, wherein each X is a —Cl); wherein each R1 is independently selected from a substituted or unsubstituted C1-6 alkyl group (wherein “substituted” means that the group in question contains at least one moiety selected from a halogen, a hydroxy group, an amino group or a carboxy group) (preferably, wherein each R1 is independently selected from an unsubstituted C1-6 alkyl group; more preferably, wherein each R1 is independently selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, a sec-butyl group, a pentyl group, an isopentyl group, a neopentyl group, a hexyl group and an isohexyl group; still more preferably, wherein each R1 is independently selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group and a sec-butyl group; yet more preferably, wherein each R1 is independently selected from the group consisting of a methyl group, an ethyl group, a propyl group and an isopropyl group; yet still more preferably, wherein each R1 is independently selected from the group consisting of a methyl group and an ethyl group; most preferably, wherein each R1 is a methyl group); wherein each R2 is independently selected from the group consisting of a C1-6 alkanediyl group (preferably, a C1-4 alkanediyl group; more preferably, a C1-2 alkanediyl group; most preferably, a —CH2— group); and wherein Y is a divalent bridging group (preferably, a C1-6 alkanediyl group and a —R3—O—R4— group (more preferably, a —R3—O—R4— group); wherein R3 and R4 are independently selected from the group consisting of a C1-6 alkanediyl group (preferably, a C1-4 alkanediyl group; more preferably, a C1-3 alkanediyl group; most preferably, a —CH2CH2— group)(preferably, R3 and R4 are the same). Still more preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I); wherein the dextran crosslinking agent of Formula (I) is of Formula (II)
wherein X is a halogen (preferably, wherein each X is independently selected from the group consisting of —Cl, —Br and —I; more preferably, wherein each X is a —Cl); wherein each R1 is independently selected from a substituted or unsubstituted C1-6 alkyl group (wherein “substituted” means that the group in question contains at least one moiety selected from a halogen, a hydroxy group, an amino group or a carboxy group) (preferably, wherein each R1 is independently selected from an unsubstituted C1-6 alkyl group; more preferably, wherein each R1 is independently selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, a sec-butyl group, a pentyl group, an isopentyl group, a neopentyl group, a hexyl group and an isohexyl group; still more preferably, wherein each R1 is independently selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group and a sec-butyl group; yet more preferably, wherein each R1 is independently selected from the group consisting of a methyl group, an ethyl group, a propyl group and an isopropyl group; yet still more preferably, wherein each R1 is independently selected from the group consisting of a methyl group and an ethyl group; most preferably, wherein each R1 is a methyl group); wherein each R2 is independently selected from the group consisting of a C1-6 alkanediyl group (preferably, a C1-4 alkanediyl group; more preferably, a C1-2 alkanediyl group; most preferably, a —CH2— group); and wherein R3 and R4 are independently selected from the group consisting of a C1-6 alkanediyl group (preferably, a C1-4 alkanediyl group; more preferably, a C1-3 alkanediyl group; most preferably, a —CH2CH2— group)(preferably, R3 and R4 are the same). Most preferably, the deposition aid polymer is a dextran polymer crosslinked with a dextran crosslinking agent of formula (I) selected from the group consisting of
and mixtures thereof.
Preferably, the deposition aid polymer comprises <0.001 meg/gram (preferably, <0.0001 meq/gram; more preferably, <0.00001 meq/gram; most preferably, <detectable limit) of aldehyde functionality.
Preferably, the deposition aid polymer comprises <0.1% (preferably, <0.01%; more preferably, <0.001%; most preferably, <detectable limit), of the linkages between individual glucose units in the deposition aid polymer are β-1,4 linkages.
Preferably, the deposition aid polymer comprises <0.1% (preferably, <0.01%; more preferably, <0.001%; most preferably, <detectable limit), of the linkages between individual glucose units in the deposition aid polymer are β-1,3 linkages.
Preferably, the deposition aid polymer comprises <0.001 meq/gram (preferably, <0.0001 meq/gram; more preferably, <0.00001 meq/gram; most preferably, <detectable limit) of silicone containing functionality.
Preferably, the hair cleanser of the present invention, optionally, further comprises at least one additional ingredient selected from the group consisting of an antimicrobial agent/preservative (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone); a rheology modifier (e.g., PEG-150 pentaerythrityl tetrastearate); a soap; a colorant; pH adjusting agent; an antioxidant (e.g., butylated hydroxytoluene); a humectant (e.g., glycerin, sorbitol, monoglycerides, lecithins, 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, triols, triol analogs, cationic polymeric polyols); a wax; a foaming agent; an emulsifying agent; a colorant; a fragrance; a chelating agent (e.g., tetrasodium ethylene diamine tetraacetic acid); a preservative (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone); a bleaching agent; a lubricating agent; a sensory modifier; a sunscreen additive; a vitamin; a protein/amino acid; a plant extract; a natural ingredient; a bioactive agent; an anti-aging agent; a pigment; an acid; a penetrant; an anti-static agent; an anti-frizz agent; an antidandruff agent; a hair waving/straightening agent; a hair styling agent; a hair oil; an absorbent; a hard particle; a soft particle; a conditioning agent (e.g., guar hydroxypropyltrimonium chloride, PQ-10, PQ-7); a slip agent; an opacifier; a pearlizing agent and a salt. More preferably, the hair cleanser of the present invention, optionally, further comprises at least one additional ingredient selected from the group consisting of an antimicrobial agent/preservative (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone); a rheology modifier (e.g., PEG-150 pentaerythrityl tetrastearate); and a chelating agent (e.g., tetrasodium ethylene diamine tetraacetic acid). Most preferably, the hair cleanser of the present invention, optionally, further comprises at least one additional ingredient selected from the group consisting of an antimicrobial agent/preservative mixture of phenoxyethanol and methylisothiazolinone; PEG-150 pentaerythrityl tetrastearate; tetrasodium ethylene diamine tetraacetic acid and a mixture of phenoxyethanol and methylisothiazolinone.
Preferably, the hair cleanser further comprises a thickener. More preferably, the hair cleanser further comprises a thickener, wherein the thickener is selected to increase the viscosity of the hair cleanser, preferably without substantially modifying the other properties of the hair cleanser. Preferably, the hair cleanser further comprises a thickener, wherein the thickener is selected to increase the viscosity of the hair cleanser, preferably without substantially modifying the other properties of the hair cleanser and wherein the thickener accounts for 0 to 5.0 wt % (preferably, 0.1 to 5.0 wt %; more preferably, 0.2 to 2.5 wt %; most preferably, 0.5 to 2.0 wt %), based on weight of the hair cleanser.
Preferably, the hair cleanser of the present invention further comprises an antimicrobial agent/preservative. More preferably, the hair cleanser of the present invention further comprises an antimicrobial/preservative, wherein the antimicrobial/preservative is selected from the group consisting of phenoxyethanol, benzoic acid, benzyl alcohol, sodium benzoate, DMDM hydantoin, 2-ethylhexyl glyceryl ether, isothiazolinone (e.g., methylchloroisothiazolinone, methylisothiazolinone) and mixtures thereof. Still more preferably, the hair cleanser of the present invention, further comprises an antimicrobial/preservative, wherein the antimicrobial/preservative is a mixture of phenoxyethanol and an isothiazolinone (more preferably, wherein the antimicrobial/preservative is a mixture of phenoxyethanol and methylisothiazolinone).
Preferably, the hair cleanser of the present invention optionally further comprises a pH adjusting agent. More preferably, the hair cleanser of the present invention, further comprises a pH adjusting agent, wherein the hair cleanser has a pH of 4 to 9 (preferably, 4.25 to 8; more preferably, 4.5 to 7; most preferably, 4.75 to 6).
Preferably, the pH adjusting agent is selected from the group consisting of at least one of citric acid, lactic acid, hydrochloric acid, aminoethyl propanediol, triethanolamine, monoethanolamine, sodium hydroxide, potassium hydroxide, amino-2-methyl-1-propanol. More preferably, the pH adjusting agent is selected from the group consisting of at least one of citric acid, lactic acid, sodium hydroxide, potassium hydroxide, triethanolamine, amino-2-methyl-1-propanol. Still more preferably, the pH adjusting agent includes citric acid. Most preferably, the pH adjusting agent is citric acid.
Preferably, the method of cleansing mammalian hair and simultaneously depositing silicone on to the mammalian hair of the present invention, comprises: selecting a hair cleanser of the present invention and applying the hair cleanser to mammalian hair. More preferably, the method of cleansing mammalian hair and simultaneously depositing silicone on to the mammalian hair of the present invention, further comprises: rinsing the hair cleanser from the mammalian hair with a rinse water. Most preferably, the method of cleansing mammalian hair and simultaneously depositing silicone on to the mammalian hair of the present invention, comprises: selecting a hair cleanser of the present invention; applying the hair cleanser to mammalian hair; and rinsing the hair cleanser from the mammalian hair; wherein the hair cleanser is at least one of a shampoo and a conditioning shampoo (preferably, wherein the at least 10 mol % (more preferably, at least 12 mol %; most preferably, at least 15 mol %) of the silicone from the composition is deposited on the mammalian hair).
Some embodiments of the present invention will now be described in detail in the following Examples.
Bis[2-(N,N-dimethyamino)ethyl]ether (10.84 g) and water (23.12 g) were mixed together in a container. The pH of the container contents were pH adjusted to 8.5 with concentrated hydrochloric acid. The set point temperature for the container contents was maintained at 25° C. while 99.9% epichlorohydrin (20.84 g) was added to the container over a period of 60 minutes. The set point temperature of the container contents was maintained at 25° C. for an additional 2 hours, before raising the set point temperature to 50° C. and maintaining that temperature set point for 2 hours. The pH of the container contents was then lowered to <2.0 with concentrated hydrochloric acid and the set point temperature was increased to 70° C. and maintaining that temperature set point for an hour. The container contents were then cooled. After the temperature of the container contents fell below 50° C., the pH of the container contents was adjusted to 4-6 with 50% sodium hydroxide solution. An extraction of the container contents was then performed with methylene chloride seven times (1 vol:1 vol), then the residual methylene chloride was removed conventionally. The recovered material contained 39.4 wt % product solids. The product solids were analyzed via 13C NMR to confirm the product was
N,N′-(oxybis(ethane-2,1-diyl))bis(3-chloro-2-hydroxy-N,N-dimethylpropan-1-aminium) chloride.
A 500 mL, four necked, round bottom flask fitted with a rubber serum cap, a nitrogen inlet, a pressure equalizing addition funnel, a stirring paddle and motor, a subsurface thermocouple connected to a J-KEM controller and a Friedrich condenser connected to a mineral oil bubbler was charged with dextran (23.23 g; Aldrich product #D4876) and deionized water (120 g). The weight average molecular weight of the dextran was 100,000 to 200,000 Daltons. While the contents were stirring, the apparatus was purged with nitrogen to displace any oxygen entrained in the system. The nitrogen flow rate was about 1 bubble per second. The mixture was purged with nitrogen while stirring for one hour. Using a plastic syringe, a 50% aqueous sodium hydroxide solution (14.9 g) was added over a period of a few minutes to the flask contents with stirring under nitrogen. The flask contents were then allowed to stir under nitrogen for 30 minutes. Then a 47% aqueous solution of a dextran crosslinking agent prepared according to Examples S1 (74.45 g) was added to the flask contents and allowed to stir for five minutes prior to heating. Then heat was applied to the flask contents with a heating mantle controlled using the J-KEM controller set at 55° C. The flask contents were heated to and maintained at 55° C. for 90 minutes. The flask contents were then cooled to room temperature while maintaining a positive nitrogen pressure in the flask. When the flask contents reached room temperature, the flask contents were neutralized by adding glacial acetic acid (3.0 g) and the flask contents were allowed to stir for ten minutes. The flask contents were then diluted and transferred without purification for use; the diluted product solids content was 11.1 wt %. An aliquot of the solution was precipitated from methanol and dried in vacuo at 50° C. The total Kjeldahl nitrogen content, TKN, of the dried precipitate was measured using a Buchi KjelMaster K-375 automated analyzer at 2.72 wt %.
A hair cleanser formulation was prepared in each of Comparative Examples CF1-CF3 and Example F1 using the generic hair cleanser formulation noted in T
1available from Stepan Company under tradename Steol ® CS-130
2available from The Dow Chemical Company under tradename UCARE ™ LR-400
3available from Solvay Novecare under tradename Jaguar Excel
4available from Sigma Aldrich under catalog number D4876
5available from The Dow Chemical Company under tradename Versene ™ 220
6available from Croda Inc. under tradename Crothix-PA-(MH)
7available from Croda Inc. under tradename Incromide CMEA
8available from Stepan Company under tradename Amphosol CA
9preservative available from The Dow Chemical Company under tradename Neolone ™ PE
10available from The Dow Chemical Company under tradename Dowsil ™ 1785 emulsion
The hair cleanser formulations was prepared in each of Comparative Examples CF1-CF3 and Example F1 using the following process: In a container, the 30 wt % aqueous solution of sodium lauryl sulfate was dissolved in deionized water and heated to 70° C. with constant stirring. The polymer noted in T
The silicone deposition on hair from the hair cleanser formulations prepared according to Comparative Examples CF1-CF3 and Example F1 was quantified using X-ray photoelectron spectroscopy (XPS), which gives a quantitative elemental and chemical state information from the top 10 nm of the hair sample.
Hair tresses (2 g, European Virgin Brown available from International Hair Importers) were initially washed in a 9 wt % sodium laureth sulfate (SLES) solution and rinsed with water flowing at 0.4 L/min for 60 seconds. Following the initial wash step, the hair tresses were then washed with a hair cleanser formulation of Comparative Examples CF1-CF3 and Example F1 by applying 0.8 g of the hair cleanser formulation to the hair tress and massaging in for 30 seconds on each side and then rinsing with water flowing at 0.4 L/min for 60 seconds. The hair tresses were then evaluated using XPS. The XPS data were acquired from four areas per tress across 1 cm2. The instrument parameters used are provided in T
| Filing Document | Filing Date | Country | Kind |
|---|---|---|---|
| PCT/US2021/022650 | 3/17/2021 | WO |
| Number | Date | Country | |
|---|---|---|---|
| 62993773 | Mar 2020 | US |
