Aqueous conditioner formulation for thermally styled hair
The aqueous conditioner formulation with a modified carbohydrate polymer effectively addresses the challenge of improving hair alignment for thermally styled hair, achieving enhanced styling durability.
Patent Information
- Application Number
- JP2022522655
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2019-10-31
- Filing Date
- 2020-10-26
- Publication Date
- 2025-05-19
- Estimated Expiration
- 2040-10-26
AI Technical Summary
Conventional hair conditioners do not effectively improve hair alignment for thermally styled hair, leading to a need for a more effective conditioner formulation.
An aqueous conditioner formulation containing a modified carbohydrate polymer, specifically a cellulose ether-based material functionalized with a trialkylammonium moiety and hydrophobic substituents, is used to enhance hair alignment.
The conditioner formulation significantly improves hair alignment and maintains the styled shape of thermally styled hair even after incubation for one week in a controlled environment.
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Abstract
Description
Technical Field
[0001] The present invention relates to an aqueous conditioner formulation for thermally styled hair. In particular, the present invention relates to an aqueous conditioner formulation for thermally styled hair comprising a cosmetically acceptable aqueous carrier and a modified carbohydrate polymer, wherein the modified carbohydrate polymer is comprising a cellulose ether-based material, wherein the cellulose ether-based material is (i) Formula (I) :
Chem.
[0002] Conventional rinse-off hair conditioners are popular among consumers for treating hair.
[0003] One hair conditioning composition is described by Salvador et al. in US Patent Publication No. 2004 / 0115155. Salvador et al. disclose a hair conditioning composition comprising (a) from about 0.001 wt% to about 5 wt% of a cellulose polymer having a molecular weight of from about 10,000 to about 10,000,000, (b) from about 0.01 wt% to about 10 wt% of a cationic surfactant, (c) from about 0.01 wt% to about 15 wt% of a high melting point aliphatic compound having a melting point of 25 °C or higher, and (d) an aqueous carrier.
[0004] Nevertheless, there remains a need for an aqueous conditioner formulation for use on thermally styled hair that provides improved hair alignment.
[0005] The present invention provides an aqueous conditioner formulation for thermally styled hair comprising a cosmetically acceptable aqueous carrier and a modified carbohydrate polymer, wherein the modified carbohydrate polymer and (ii) a hydrophobic substituent having 16 carbon atoms, (i) of formula (I) : [Chemical formula] (wherein each R 1 is independently selected from the group consisting of C 1~7 alkyl groups) comprising a cellulose ether-based material, wherein the cellulose ether-based material is wherein the modified carbohydrate polymer has a Kjeldahl nitrogen content, TKN, corrected for 0.75 to 2.5 wt% ash and volatiles 、 wherein the modified carbohydrate polymer contains 0.005 to 1.5 wt% hydrophobic substituents based on the weight of the cellulose ether-based material, the hydrophobic substituents are randomly distributed throughout the backbone of the cellulose ether-based material, the cellulose ether-based material has a weight average molecular weight, M W greater than 1,000,000 Daltons, and the modified carbohydrate polymer contains <0.001 wt% crosslinked units based on the weight of the modified carbohydrate polymer.
[0006] The present invention comprises (a) providing a cosmetically acceptable aqueous carrier and (b) selecting a hair alignment enhancer for improving hair alignment, wherein the hair alignment enhancer is selected to be a modified carbohydrate polymer, and the modified carbohydrate polymer functionalized with (i) a trialkylammonium moiety of (i) of formula (I) ( wherein each R 1 is independently selected from the group consisting of C 1~7 alkyl groups) and (ii) hydrophobic substituents each having 16 carbon atoms, wherein the modified carbohydrate polymer has a Kjeldahl nitrogen content, TKN, corrected for 0.75 to 2.5 wt% ash and volatiles、 Here, the modified carbohydrate polymer contains 0.005 to 1.5% by weight of a hydrophobic substituent based on the weight of the cellulose ether-based material, the hydrophobic substituent is randomly distributed throughout the main chain of the cellulose ether-based material, and the cellulose ether-based material has a weight average molecular weight of > 1,000,000 daltons, M W having, the modified carbohydrate polymer containing < 0.001% by weight of cross-linked units based on the weight of the modified carbohydrate polymer, selecting, (c) providing a selected hair alignment enhancer, and (d) combining a cosmetically acceptable aqueous carrier with the hair alignment enhancer, to provide a method for producing an aqueous conditioner formulation for thermally styled hair, the aqueous conditioner formulation containing 0.1 to 5% by weight of the hair alignment enhancer based on the weight of the aqueous conditioner formulation.
[0007] The present invention provides a method for maintaining thermally styled hair, comprising providing an aqueous conditioner formulation according to the present invention, applying the aqueous conditioner formulation to mammalian hair, and thermally styling the hair.
DETAILED DESCRIPTION OF THE INVENTION
[0008] The inventors have surprisingly found that hair alignment for thermally styled hair can be significantly improved after treatment with a specially selected aqueous conditioner formulation containing a modified carbohydrate polymer, this modified carbohydrate polymer being comprising a cellulose ether-based material, wherein the cellulose ether-based material is (i) Formula (I) :
CHEMICAL
[0009] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight.
[0010] As used herein, unless otherwise indicated, the term "molecular weight" or M W refers to the weight average molecular weight measured by conventional techniques using conventional standards such as gel permeation chromatography (GPC) and polyethylene glycol standards. The GPC technique is discussed in detail in Modern 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. The molecular weight is reported herein in units of Daltons or equivalently g / mol.
[0011] The term "cosmetically acceptable" as used herein and in the appended claims refers to ingredients typically used in personal care compositions, and is intended to emphasize that materials that are toxic when present in amounts typically found in personal care compositions are not contemplated as part of the present invention.
[0012] Preferably, the aqueous conditioning formulation for thermally styled hair of the present invention is selected from the group consisting of shampoo, conditioning shampoo, leave-on hair conditioner, rinse-off hair conditioner, hair colorant, hair styling gel, and hair straightener. More preferably, the aqueous conditioning formulation for thermally styled hair of the present invention is selected from the group consisting of shampoo, conditioning shampoo, leave-on hair conditioner, and rinse-off hair conditioner. Most preferably, the aqueous conditioning formulation for thermally styled hair of the present invention is a rinse-off conditioner.
[0013] Preferably, the aqueous conditioning formulation for thermally styled hair of the present invention comprises a cosmetically acceptable aqueous carrier (preferably, the aqueous conditioning formulation comprises 25 to 99% by weight (preferably, 50 to 98.5% by weight, more preferably, 75 to 98% by weight, most preferably, 80 to 97% by weight) of a cosmetically acceptable carrier based on the weight of the aqueous conditioning formulation) and a modified carbohydrate polymer (preferably, the aqueous conditioning formulation comprises 0.1 to 5% by weight (preferably, 0.15 to 2% by weight, more preferably, 0.2 to 1% by weight, most preferably, 0.25 to 0.5% by weight) of a modified carbohydrate polymer based on the weight of the aqueous conditioning formulation), and the modified carbohydrate polymer is and (ii) hydrophobic substituents each having 16 carbon atoms, (i) Formula (I) : [Chemical formula] (wherein each R 1 is independently selected from the group consisting of C 1~7 alkyl groups (preferably, C 1~4 alkyl groups, more preferably, methyl and ethyl groups, most preferably, methyl group)) comprising a cellulose ether-based material, wherein the cellulose ether-based material is Here, the modified carbohydrate polymer has a Kjeldahl nitrogen content, TKN, corrected for ash and volatile matter of 0.75 to 2.5 wt% (preferably 0.8 to 2.2 wt%, more preferably 1.5 to 2.1 wt%, most preferably 1.7 to 1.8 wt%) 、 Here, the modified carbohydrate polymer contains a hydrophobic substituent of >0.005 to 1.5 wt% (preferably 0.1 to 1.1 wt%, more preferably 0.3 to <0.5 wt%, most preferably 0.4 to 0.46 wt%) based on the weight of the cellulose ether-based material, the hydrophobic substituent is randomly distributed throughout the main chain of the cellulose ether-based material, and the cellulose ether-based material has a weight average molecular weight, M, of >1,000,000 daltons (preferably 1,100,000 to 4,000,000 daltons, more preferably 1,200,000 to 2,000,000 daltons, most preferably 1,300,000 to 1,800,000 daltons) W and has a crosslinked unit content of <0.001 wt% (preferably <0.0001 wt%, more preferably <0.00001 wt%, most preferably below the limit of detection) based on the weight of the modified carbohydrate polymer.
[0014] Preferably, the aqueous conditioning formulation for thermally styled hair of the present invention contains a cosmetically acceptable aqueous carrier. More preferably, the aqueous conditioning formulation of the present invention contains 25 to 99 wt% (preferably 50 to 98.5 wt%, more preferably 75 to 98 wt%, most preferably 80 to 97 wt%) of a cosmetically acceptable aqueous carrier based on the weight of the aqueous conditioning formulation. Most preferably, the aqueous conditioning formulation of the present invention contains 25 to 99 wt% (preferably 50 to 98.5 wt%, more preferably 75 to 98 wt%, most preferably 80 to 97 wt%) of a cosmetically acceptable aqueous carrier based on the weight of the aqueous conditioning formulation, and the cosmetically acceptable aqueous carrier contains water.
[0015] Preferably, the water used in the aqueous conditioner formulation of the present invention is at least one of distilled water and deionized water. More preferably, the water used in the aqueous conditioner formulation of the present invention is distilled and deionized.
[0016] Preferably, the aqueous conditioner formulation for thermally styled hair of the present invention contains a modified carbohydrate polymer. More preferably, the aqueous conditioner formulation of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 2% by weight, more preferably 0.2 to 1% by weight, most preferably 0.25 to 0.5% by weight) of a modified carbohydrate polymer based on the weight of the aqueous conditioner formulation. Most preferably, the aqueous conditioner formulation of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 2% by weight, more preferably 0.2 to 1% by weight, most preferably 0.25 to 0.5% by weight) of a modified carbohydrate polymer, and the modified carbohydrate polymer is functionalized with (i) a trialkylammonium moiety of (i) Formula (I) :
Chemical formula
[0017] Preferably, the cellulose ether-based material has a weight average molecular weight, M, of >1,000,000 (preferably 1,100,000 to 4,000,000 daltons, more preferably 1,200,000 to 2,000,000 daltons, most preferably 1,300,000 to 1,800,000 daltons). W More preferably, the cellulose ether-based material has a weight average molecular weight, M, of >1,000,000 (preferably 1,100,000 to 4,000,000 daltons, more preferably 1,200,000 to 2,000,000 daltons, most preferably 1,300,000 to 1,800,000 daltons). Wand the cellulose ether-based material is selected from the group consisting of hydroxyethyl cellulose, hydroxypropyl cellulose, ethyl hydroxyethyl cellulose, methyl cellulose, hydroxypropyl methyl cellulose, hydroxyethyl methyl cellulose, and mixtures thereof. Even more preferably, the cellulose ether-based material has a weight average molecular weight, M, of > 1,000,000 (preferably, 1,100,000 to 4,000,000 Daltons, more preferably, 1,200,000 to 2,000,000 Daltons, most preferably, 1,300,000 to 1,800,000 Daltons) W and the cellulose ether-based material is selected from the group consisting of hydroxyethyl cellulose, hydroxypropyl cellulose, and mixtures thereof. Most preferably, the cellulose ether-based material has a weight average molecular weight, M, of > 1,000,000 (preferably, 1,100,000 to 4,000,000 Daltons, more preferably, 1,200,000 to 2,000,000 Daltons, most preferably, 1,300,000 to 1,800,000 Daltons) W and the cellulose ether-based material is hydroxyethyl cellulose.
[0018] Preferably, the aqueous conditioning formulation for thermally styled hair of the present invention comprises 0.1 to 5% by weight (preferably, 0.15 to 2% by weight, more preferably, 0.2 to 1% by weight, most preferably, 0.25 to 0.5% by weight) of a modified carbohydrate polymer, based on the weight of the aqueous conditioning formulation, and the modified carbohydrate polymer has (i) a trialkylammonium moiety of formula (I) (wherein each R 1 is independently a C 1~7 alkyl group (preferably, a C 1~4It contains a cellulose ether-based material functionalized with an alkyl group, more preferably a methyl group and an ethyl group, and most preferably a methyl group, selected from the group consisting of), wherein the modified carbohydrate polymer has a Kjeldahl nitrogen content, TKN, corrected for 0.75 to 2.5% by weight (preferably 0.8 to 2.2% by weight, more preferably 1.5 to 2.1% by weight, and most preferably 1.7 to 1.8% by weight) of ash and volatile substances. More preferably, the aqueous conditioning formulation for thermally styled hair of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 2% by weight, more preferably 0.2 to 1% by weight, and most preferably 0.25 to 0.5% by weight) of the modified carbohydrate polymer based on the weight of the aqueous conditioning formulation, and the modified carbohydrate polymer is (i) a trialkylammonium moiety of formula (I) (wherein each R 1 is independently C 1~7 alkyl group (preferably C 1~4 alkyl group, more preferably a methyl group and an ethyl group, and most preferably a methyl group), selected from the group consisting of), and the modified carbohydrate polymer has a Kjeldahl nitrogen content, TKN, corrected for 0.75 to 2.5% by weight (preferably 0.8 to 2.2% by weight, more preferably 1.5 to 2.1% by weight, and most preferably 1.7 to 1.8% by weight) of ash and volatile substances, and the modified carbohydrate polymer contains less than 0.1 mole (preferably less than 0.01 mole, more preferably less than 0.001 mole, and most preferably below the limit of detection) of the trialkylammonium moiety having formula (II) per mole of the cellulose ether-based material [Chemical formula] (wherein each R 2 is independently selected from a methyl group and an ethyl group, and R3 is C 8~30 selected from alkyl groups).
[0019] Preferably, the aqueous conditioner formulation for thermally styled hair of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 2% by weight, more preferably 0.2 to 1% by weight, most preferably 0.25 to 0.5% by weight) of a modified carbohydrate polymer based on the weight of the aqueous conditioner formulation, wherein the modified carbohydrate polymer comprises (ii) a cellulose ether-based material functionalized with a hydrophobic substituent, wherein the hydrophobic substituent comprises an alkyl group having 16 carbon atoms, and the modified carbohydrate polymer comprises 0.005 to 1.5% by weight (preferably 0.1 to 1.1% by weight, more preferably 0.3 to <0.5% by weight, most preferably 0.4 to 0.46% by weight) of the hydrophobic substituent based on the weight of the cellulose ether-based material. More preferably, the aqueous conditioner formulation of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 2% by weight, more preferably 0.2 to 1% by weight, most preferably 0.25 to 0.5% by weight) of a modified carbohydrate polymer based on the weight of the aqueous conditioner formulation, wherein the modified carbohydrate polymer comprises (ii) a cellulose ether-based material functionalized with a hydrophobic substituent, wherein the hydrophobic substituent comprises an alkyl group having 16 carbon atoms bonded to the cellulose ether-based material through at least one of an ether bond (e.g., an ether bond alone or an ether bond and a 2-hydroxypropyl group) and an ester bond, and the modified carbohydrate polymer comprises 0.005 to 1.5% by weight (preferably 0.1 to 1.1% by weight, more preferably 0.3 to <0.5% by weight, most preferably 0.4 to 0.46% by weight) of the hydrophobic substituent based on the weight of the cellulose ether-based material.Even more preferably, the aqueous conditioner formulation of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 2% by weight, more preferably 0.2 to 1% by weight, most preferably 0.25 to 0.5% by weight) of a modified carbohydrate polymer based on the weight of the aqueous conditioner formulation, and the modified carbohydrate polymer contains (ii) a cellulose ether-based material functionalized with a hydrophobic substituent, where the hydrophobic substituent is an alkyl group having 16 carbon atoms bonded to the water-soluble cellulose ether-based material through at least one of an ether bond (e.g., an ether bond alone or an ether bond and a 2-hydroxypropyl group) and an ester bond, and the modified carbohydrate polymer contains 0.005 to 1.5% by weight (preferably 0.1 to 1.1% by weight, more preferably 0.3 to <0.5% by weight, most preferably 0.4 to 0.46% by weight) of a hydrophobic substituent based on the weight of the cellulose ether-based material, and the hydrophobic substituent is randomly distributed throughout the main chain of the cellulose ether-based material. Most preferably, the personal care composition of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 2% by weight, more preferably 0.2 to 1% by weight, most preferably 0.25 to 0.5% by weight) of a modified carbohydrate polymer based on the weight of the aqueous conditioner formulation, and the modified carbohydrate polymer contains (ii) a cellulose ether-based material functionalized with a hydrophobic substituent, where the hydrophobic substituent is an alkyl group having 16 carbon atoms bonded to the water-soluble cellulose ether-based material through at least one of an ether bond or an ether bond and a 2-hydroxypropyl group, and the modified carbohydrate polymer contains 0.005 to 1.5% by weight (preferably 0.1 to 1.1% by weight, more preferably 0.3 to <0.5% by weight, most preferably 0.4 to 0.46% by weight) of a hydrophobic substituent based on the weight of the cellulose ether-based material, and the hydrophobic substituent is randomly distributed throughout the main chain of the cellulose ether-based material.
[0020] Preferably, the modified carbohydrate polymer is of formula (III).
Chemical formula
[0021] Preferably, the thermally styled hair aqueous conditioner of the present invention optionally contains a cosmetically acceptable cleansing surfactant, a thickening agent (e.g., polysaccharides, cellulose-based polymers), soap, a coloring agent, a pH adjuster, an antioxidant (e.g., butylated hydroxytoluene), a skin softening agent (polyoxyethylene glycol (C 7~20)Esters of fatty acids and glycerol - for example, PEG - 7 glyceryl cocoate, PEG - 30 glyceryl cocoate, PEG - 12 glyceryl laurate, PEG - 20 glyceryl oleate), waxes, foaming agents, emulsifiers (e.g., a mixture of PEG - 100 stearate and glyceryl stearate), colorants, fragrances, chelating agents (e.g., disodium EDTA, tetrasodium EDTA, citric acid, lactic acid), antibacterial / antiseptic agents (e.g., methylchloroisothiazolinone, phenoxyethanol, methylisothiazolinone, esters of para - benzoic acid, diazolidinyl urea and imidazolidinyl urea, benzoic acid, sorbic acid), bleaching agents, lubricants, sensory modifiers, sunscreen additives, vitamins, proteins / amino acids, plant extracts, natural ingredients, bioactive agents, anti - aging agents, pigments, acids, penetrants, antistatic agents, anti - frizz agents, anti - dandruff agents, hair waving / correcting agents, hair styling agents, hair oils, absorbents, hard particles, soft particles, conditioning agents (e.g., guar hydroxypropyltrimonium chloride, PQ - 10, PQ - 7), slip agents, opacifiers, pearlescent agents and salts, and further comprises at least one additional component selected from the group consisting of. More preferably, the personal care composition of the present invention optionally further comprises at least one additional component selected from the group consisting of emulsifiers (e.g., a mixture of PEG - 100 stearate and glyceryl stearate), antibacterial / antiseptic agents (e.g., methylchloroisothiazolinone, phenoxyethanol, methylisothiazolinone, esters of para - benzoic acid, diazolidinyl urea and imidazolidinyl urea, benzoic acid, sorbic acid), thickeners (e.g., polysaccharides, cellulose - based polymers), and chelating agents (e.g., disodium EDTA, tetrasodium EDTA, citric acid, lactic acid). Most preferably, the personal care composition of the present invention optionally further comprises at least one additional component selected from the group consisting of an emulsifier mixture of a mixture of PEG - 100 stearate and glyceryl stearate, a hydroxyethyl cellulose polymer thickener, a cetearyl alcohol skin softener, a tetrasodium ethylenediaminetetraacetate chelating agent and a preservative of a mixture of phenoxyethanol and methylisothiazolinone.
[0022] Preferably, the aqueous conditioner formulation for thermally styled hair of the present invention optionally further comprises an emulsifier. More preferably, the aqueous conditioner formulation for thermally styled hair of the present invention further comprises an emulsifier in an amount of 0.01 to 80% by weight (more preferably 0.1 to 5% by weight, even more preferably 0.5 to 2% by weight, most preferably 0.75 to 1.25% by weight) based on the weight of the aqueous conditioner formulation. Most preferably, the aqueous conditioner formulation of the present invention further comprises an emulsifier in an amount of 0.01 to 80% by weight (more preferably 0.1 to 5% by weight, even more preferably 0.5 to 2% by weight, most preferably 0.75 to 1.25% by weight) based on the weight of the aqueous conditioner formulation, the aqueous conditioner formulation is selected from the group consisting of leave-on hair conditioners and rinse-off hair conditioners, and the emulsifier comprises a mixture of PET-100 stearate and glyceryl stearate.
[0023] Preferably, the aqueous conditioner formulation for thermally styled hair of the present invention optionally further comprises a thickener. More preferably, the aqueous conditioner formulation further comprises a thickener, and the thickener is preferably selected to increase the viscosity of the aqueous conditioner formulation without substantially changing other properties of the personal care composition. Preferably, the aqueous conditioner formulation of the present invention further comprises a thickener, and the thickener is preferably selected to increase the viscosity of the personal care composition without substantially changing other properties of the personal care composition, and the thickener occupies 0 to 5.0% by weight (preferably 0.1 to 5.0% by weight, more preferably 0.2 to 2.5% by weight, most preferably 0.5 to 2.0% by weight) based on the weight of the aqueous conditioner formulation. Preferred thickeners include polysaccharides and cellulose-based polymers. Preferably, the thickener is a hydroxyether cellulose polymer.
[0024] Preferably, the aqueous conditioner formulation for thermally styled hair of the present invention optionally further comprises a chelating agent. More preferably, the aqueous conditioner formulation further comprises from 0.001 to 0.75% by weight (preferably from 0.03 to 0.25% by weight) of a chelating agent, based on the weight of the aqueous conditioner formulation, and the chelating agent is selected from the group consisting of disodium ethylenediaminetetraacetate (EDTA), tetrasodium EDTA, citric acid, lactic acid, and mixtures thereof. Most preferably, the aqueous conditioner formulation of the present invention further comprises from 0.001 to 0.75% by weight (preferably from 0.03 to 0.25% by weight) of a chelating agent, based on the weight of the aqueous conditioner formulation, and the chelating agent includes tetrasodium EDTA as the chelating agent.
[0025] Preferably, the aqueous conditioner formulation for thermally styled hair of the present invention optionally further comprises an antibacterial agent / antiseptic. More preferably, the aqueous conditioner formulation for thermally styled hair of the present invention optionally further comprises from 0.05 to 1.25% by weight (preferably from 0.1 to 1% by weight, more preferably from 0.25 to 0.75% by weight) of an antibacterial agent / antiseptic, based on the weight of the aqueous conditioner formulation, and the antibacterial agent / antiseptic 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. Most preferably, the aqueous conditioner formulation for thermally styled hair of the present invention optionally further comprises from 0.05 to 1.25% by weight (preferably from 0.1 to 1% by weight, more preferably from 0.25 to 0.75% by weight) of an antibacterial agent / antiseptic, based on the weight of the aqueous conditioner formulation, and the antibacterial agent / antiseptic is a mixture of phenoxyethanol and isoxazolinone (more preferably, the antibacterial agent / antiseptic is a mixture of phenoxyethanol and methylisothiazolinone).
[0026] Preferably, a method for manufacturing an aqueous conditioner formulation for thermally styled hair comprises: (a) providing a cosmetically acceptable aqueous carrier (preferably water); and (b) selecting a hair alignment enhancer for improving hair alignment, wherein the hair alignment enhancer is selected to be a modified carbohydrate polymer, and the modified carbohydrate polymer has comprising a cellulose ether-based material, wherein the cellulose ether-based material is (i) Formula (I) ( wherein each R 1 is independently selected from the group consisting of C 1~7 alkyl groups (preferably C 1~4 alkyl groups, more preferably methyl and ethyl groups, most preferably methyl groups) functionalized with (i) a trialkylammonium moiety of and (ii) hydrophobic substituents each having 16 carbon atoms, comprising a cellulose ether-based material, wherein the cellulose ether-based material is functionalized with (i) a trialkylammonium moiety of and (ii) a hydrophobic substituent containing an alkyl group having 16 carbon atoms, comprising a cellulose ether-based material, wherein the cellulose ether-based material is functionalized with (i) a trialkylammonium moiety of and (ii) hydrophobic substituents each having 16 carbon atoms, wherein the modified carbohydrate polymer has a Kjeldahl nitrogen content, TKN, corrected for 0.75 to 2.5% by weight (preferably 0.8 to 2.2% by weight, more preferably 1.5 to 2.1% by weight, most preferably 1.7 to 1.8% by weight) of ash and volatile substances 、 wherein the modified carbohydrate polymer contains 0.005 to <0.5% by weight (preferably 0.1 to 0.49% by weight, more preferably 0.3 to 0.48% by weight, most preferably 0.4 to 0.46% by weight) of hydrophobic substituents based on the weight of the cellulose ether-based material, the hydrophobic substituents are randomly distributed throughout the main chain of the cellulose ether-based material, and the cellulose ether-based material has a weight average molecular weight, M, of >1,000,000 daltons (preferably 1,100,000 to 4,000,000 daltons, more preferably 1,200,000 to 2,000,000 daltons, most preferably 1,300,000 to 1,800,000 daltons) Whaving, wherein the modified carbohydrate polymer comprises crosslinked units of <0.001 wt% (preferably <0.0001 wt%, more preferably <0.00001 wt%, most preferably less than the limit of detection) based on the weight of the modified carbohydrate polymer, selecting; (c) providing the selected hair alignment enhancer; and (d) combining a cosmetically acceptable aqueous carrier with the hair alignment enhancer, wherein the aqueous conditioner formulation contains 0.1 to 5 wt% (preferably 0.15 to 3 wt%, more preferably 0.2 to 1 wt%, most preferably 0.25 to 0.5 wt%) of the hair alignment enhancer based on the weight of the aqueous conditioner formulation.
[0027] Preferably, the method of thermally styling the hair of the present invention comprises providing the aqueous conditioner formulation of the present invention, applying the aqueous conditioner formulation to mammalian hair, optionally rinsing the aqueous conditioner formulation from the hair, and thermally styling the hair (preferably thermally styling the hair with at least one of a hot iron and a heated comb).
[0028] Some embodiments of the present invention will be described in more detail in the following examples.
[0029] Comparative Example C1: Hydrophobically modified cellulose ether-based material Into a 1,000 mL four-neck round-bottom flask, a cellulose ether-based material (69.83 g, CELLOSIZE™ QP-100MH hydroxyethyl cellulose available from The Dow Chemical Company), isopropyl alcohol (358.34 g) and deionized water (55.6 g) were placed. To the flask, a nitrogen inlet connected to a 60 mL equalizing addition funnel, a rubber septum cap, a stirring paddle connected to an electric motor, and a Claisen adapter connected to a Friedrich condenser having a mineral oil foaming outlet were attached. Next, 1-bromododecane (8.01 g) in isopropyl alcohol (20 g) was placed in the addition funnel. The stirring paddle was fitted and the headspace of the flask was purged with a slow steady stream of nitrogen (one bubble per second) for 1 hour to remove any entrained oxygen. Then, a 50% aqueous sodium hydroxide solution (8.08 g) was added dropwise to the flask contents over 2 minutes. After adding the 50% sodium hydroxide solution, the contents of the flask were stirred for 1 hour. Next, the 1-bromododecane in the isopropyl alcohol solution in the addition funnel was added dropwise to the flask contents over 3 minutes. After adding the 1-bromododecane in isopropyl alcohol, the contents of the flask were left stirred for 20 minutes. Then, heat was applied to the flask contents using a heating mantle. The flask contents were refluxed while stirring continuously under nitrogen for four and a half (4.5) hours. Then, with the pressure inside the flask maintained at a positive nitrogen pressure, the flask was placed in an ice water bath to cool the flask contents. Then, the flask contents were neutralized by adding glacial acetic acid (6.0 g) thereto using a syringe. The flask contents were kept stirred under nitrogen for 10 minutes. Then, the flask contents were vacuum filtered through a large fritted metal Buchner funnel to recover the hydrophobically modified cellulose ether-based material. Then, the recovered hydrophobically modified cellulose ether-based material was washed in the Buchner funnel by stirring with the specified washing solvent in the funnel for 5 minutes, followed by washing solutions: deionized water (108 g) in isopropyl alcohol (492 g); deionized water (60 g) in isopropyl alcohol (540 g); and then vacuum removal of isopropyl alcohol (600 g) for drying.To impart cold water dispersibility to the final polymer, 40% aqueous glyoxal solution (1.44 g) and acetic acid (0.44 g) were added to the final drying wash solution. The hydrophobic modified cellulose ether-based material of the washed product was then air-dried for a short time and then dried overnight at 50 °C in vacuo. The hydrophobic modified cellulose ether-based material of the dried product was then sieved through a #30 mesh US standard sieve and obtained as an off-white solid having a volatile content of 3.11% and an ash content of 5.43% (as sodium acetate). The viscosity of the 1% solution (corrected for ash and volatiles) was 6.31 seconds using a TA Instruments DHR-3 rheometer equipped with a 40 mm, 2.0° stainless steel cone and plate sensor at 25.0 °C. -1 Measured at and determined to be 11,095 mPa·s.
[0030] Comparative Example C2: Modified Carbohydrate Polymer Into a 1000 mL four-necked round-bottom flask were placed a hydrophobically modified cellulose ether-based material (68.76) prepared according to Comparative Example C1, isopropyl alcohol (505.44 g), and deionized water (90.39 g). To the flask was attached a Claisen adapter connected to a nitrogen inlet connected to a 60 mL equalizing addition funnel, a rubber septum cap, a stirring paddle connected to an electric motor, and a Friedrich condenser having a mineral oil foaming outlet. Next, into the addition funnel was placed a 70% aqueous solution of glycidyltrimethylammonium chloride (48.6 g, available from QUAB Chemicals under the trade name QUAB® 151). While stirring the contents of the flask, the apparatus was slowly purged with nitrogen for 1 hour to remove any entrained oxygen. After the nitrogen purge was complete, a 25% aqueous sodium hydroxide solution (7.72 g) was added to the contents of the flask under nitrogen through the septum cap over 2 minutes using a plastic syringe while stirring. After stirring for 1 hour, the contents of the addition funnel were added dropwise to the contents of the flask over 3 minutes. The contents of the flask were stirred under nitrogen for 20 minutes. Then, heat was applied to the contents of the flask using a J-KEM controller at a set temperature of 55 °C. The contents of the flask were refluxed for 1.5 hours while stirring under nitrogen. Then, while maintaining a positive nitrogen pressure inside the flask, the contents of the flask were cooled to room temperature. Then, the contents of the flask were neutralized by adding glacial acetic acid (7.5 g) with a syringe. After stirring for 10 minutes, the cationic hydrophobically modified hydroxyethylcellulose polymer (cationic hmHEC polymer) was recovered from the contents of the flask by vacuum filtration through a metal frit Büchner funnel. The recovered cationic hmHEC polymer was then washed once each in a Büchner funnel with a mixture of isopropyl alcohol (492 g) and deionized water (108 g), a mixture of isopropyl alcohol (540 g) and deionized water (60 g), and a mixture of isopropyl alcohol (600 g), 40% glyoxal (1.32 g), and glacial acetic acid (0.46 g). The cationic hmHEC polymer was then briefly air-dried and dried overnight in vacuo at 50 °C.Next, the dried cationic hmHEC polymer was manually grouped using a mortar and pestle and screened through a #30 mesh U.S. standard sieve to obtain 89.67 g of the cationic hmHEC polymer of the product. The cationic hmHEC polymer of the product had a volatile content of 8.89%, an ash content of 2.62% (as sodium chloride), and a Kjeldahl nitrogen content of 1.92%. The viscosity of the 1% solution (corrected for ash and volatiles) was 6.31 seconds using a TA Instruments DHR-3 rheometer equipped with a 40 mm, 2.0° stainless steel cone and plate sensor at 25.0 °C. -1 It was measured at -1 and determined to be 3,150 mPa·s.
[0031] Comparative Examples C3 - C6 and Examples 1 - 6: Cationic hmHEC For each of Comparative Examples C3 - C6 and Examples 1 - 6, the cationic hydrophobically modified cellulose ether-based materials of the products were prepared by appropriately changing the raw material filling amounts using the same process as described above for Comparative Examples C1 - C2 to provide (i) a trimethylammonium moiety having Kjeldahl nitrogen, TKN, and (ii) a hydrophobic substituent having the degree of substitution described in Table 1 to the cationic hydrophobically modified cellulose ether materials of the products. [Table 1]
[0032] Comparative Examples CF1 - CF9 and Examples F1 - F6: Rinse-off conditioner The rinse-off conditioner formulations were prepared in each of Comparative Examples CF1 - CF9 and Examples F1 - F6 using the rinse-off conditioner formulations described in Table 2. [Table 2]
[0033] Shampoo formulations were prepared in each of Comparative Examples CF1 - CF9 and Examples F1 - F6 using the following process: Deionized water was added to a 250 mL beaker and heated to 70 °C while stirring continuously. Next, a hydroxyethyl cellulose thickener was added to the beaker and stirring and heating were continued until homogeneous thickening occurred. Then, cetearyl alcohol, PEG - stearate and glyceryl stearate, and the polymers listed in Table 3 were added to the beaker over 3 minutes. Next, tetrasodium ethylenediaminetetraacetate was added to the beaker over 3 minutes, after which the heat source was removed and mixing was continued until the temperature of the contents of the beaker was less than 40 °C. Then, PEG - 100 stearate and glyceryl stearate and phenoxyethanol and methylisothiazolinone were added to the beaker. Next, the final pH of the product shampoo formulation was adjusted to pH 5.5 using sodium hydroxide or citric acid as necessary, and sufficient water was added to adjust the total weight of the formulation to 100 g.
Table 3
[0034] Hair treatment test Unless otherwise specified, the following hair treatment experiments were carried out using thick bleached hair tresses (2 g) purchased from International Hair Importers&Products, Inc. Each experiment was carried out 3 times and the average results were provided. Each tress was first rinsed with tap water for 30 seconds, washed with 9% sodium lauryl sulfate (SLS; 0.2 g / g hair) for 30 seconds, rinsed with tap water for 1 minute, treated with the leave - on conditioner (0.4 g / g hair) described in Tables 4 - 7 for 1 minute, and rinsed with tap water for 30 seconds. Then, the treated tresses were dried overnight at room temperature before analysis.
[0035] Dry / wet combing The performance of dry / wet combing was measured using an Instron Model 4464 and BlueHill 2 software. See STP PC 045. The performance of dry / wet combing was conducted using two different lots of hair, and the results for different lots are provided in a separate table. The results are provided in Tables 4 - 5.
Table 4
Table 5
[0036] Reduction of breakage The reduction of breakage performance was measured using a repetitive combing device. 10,000 comb strokes; speed: 20 cycles / min (80 comb strokes / strand / min). The reduction rate was calculated from the weight difference of the treated hair strands before and after combing. The results are provided in Table 6.
Table 6
[0037] Hair alignment The hair alignment performance was measured using Type A curly hair. The treated hair strands were thermally corrected 10 times at 10 - second intervals for a total of 10 passes using a hair straightener applied to each strand at 200°C. Hair alignment and orientation styling were measured using RUMBA - Bossa Nova, and the alignment coefficients were reported after 0, 3, 6, and 10 passes. The results are provided in Table 7.
Table 7
Claims
1. 1. An aqueous conditioner formulation for thermally styled hair comprising: a cosmetically acceptable aqueous carrier; a modified carbohydrate polymer, the modified carbohydrate polymer comprises a cellulose ether-based material; The cellulose ether-based material has (i) formula (I): 【Chemistry 1】 (In the formula, each R 1 But independently, C 1~7 (ii) each functionalized with a hydrophobic substituent having 16 carbon atoms; wherein the modified carbohydrate polymer has an ash and volatile matter corrected Kjeldahl nitrogen content, TKN, of 0.75 to 2.5% by weight; wherein the modified carbohydrate polymer comprises 0.4 to <0.5 wt. % of said hydrophobic substituents, based on the weight of the cellulose ether-based material; the hydrophobic substituents are randomly distributed throughout the backbone of the cellulose ether-based material; The cellulose ether-based material has a weight average molecular weight of >1,000,000 Daltons, M W having An aqueous conditioner formulation, wherein the modified carbohydrate polymer comprises <0.001% by weight of crosslinking units, based on the weight of the modified carbohydrate polymer.
2. 10. The aqueous conditioner formulation of claim 1 further comprising a thickening agent.
3. 3. The aqueous conditioner formulation of claim 2, wherein the thickening agent is a polysaccharide.
4. 2. The aqueous conditioner formulation of claim 1, wherein the hydrophobic substituent is attached to the cellulose ether-based material through an ether bond or an ether bond and a 2-hydroxypropyl group.
5. 10. The aqueous conditioner formulation of claim 1 further comprising a chelating agent.
6. 10. The aqueous conditioner formulation of claim 1 further comprising a preservative.
7. 10. The aqueous conditioner formulation of claim 1 further comprising an emollient.
8. 10. The aqueous conditioner formulation of claim 1 further comprising a cosmetically acceptable cleansing surfactant.
9. 1. A method for making an aqueous conditioner formulation for thermally styled hair, comprising: (a) providing a cosmetically acceptable aqueous carrier; (b) selecting a hair alignment enhancer for improving hair alignment; (c) providing the selected hair alignment enhancer; and (d) combining said cosmetically acceptable aqueous carrier with said hair alignment enhancer; the hair alignment enhancer is selected to be a modified carbohydrate polymer; the modified carbohydrate polymer comprises a cellulose ether-based material; The cellulose ether-based material has (i) formula (I): 【Chemistry 2】 (In the formula, each R 1 became independent and C 1~7 (ii) each functionalized with a hydrophobic substituent having 16 carbon atoms; wherein the modified carbohydrate polymer has an ash and volatile matter corrected Kjeldahl nitrogen content, TKN, of 0.75 to 2.5% by weight; wherein the modified carbohydrate polymer comprises 0.4 to <0.5 wt. % of said hydrophobic substituents, based on the weight of the cellulose ether-based material; the hydrophobic substituents are randomly distributed throughout the backbone of the cellulose ether-based material; The cellulose ether-based material has a weight average molecular weight of >1,000,000 Daltons, M W having the modified carbohydrate polymer comprises <0.001% by weight of cross-linking units, based on the weight of the modified carbohydrate polymer; The method wherein the aqueous conditioner formulation contains 0.1 to 5% by weight of the hair alignment enhancer, based on the weight of the aqueous conditioner formulation.
10. 1. A method for thermally styling hair, comprising: Providing an aqueous conditioner formulation according to claim 1; applying said aqueous conditioner formulation to mammalian hair; and thermally styling the hair.
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