A formulation for the care of damaged hair containing cationic dextran polymers and silicones.

Abstract

A formulation for the care of damaged hair is provided, comprising a vehicle, a silicone, and a deposition aid, the deposition aid being a cationic dextran polymer comprising a dextran based polymer functionalized with quaternary ammonium groups, the dextran based polymer having a weight average molecular weight of 50,000 to 3,000,000 Daltons, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (II) attached to a pendant oxygen on the dextran base polymer (II), and (ii) a quaternary ammonium group of formula (III) attached to a pendant oxygen on the dextran base polymer (III), where (IV) is a pendant oxygen on the dextran base polymer, X is a divalent linking group, and each R 2 is independently 1~4 alkyl group, each R 3 is independently 1~4 alkyl group, each R 4 is independently 5~20 The alkyl group is selected from the group consisting of aryl, ... and alkyl groups. [Case 1] JPEG2024517267000032.jpg72170

Description

Technical Field

[0001] The present invention relates to a formulation for the care of damaged hair. In particular, the present invention is a formulation for the care of damaged hair, comprising a dermatologically acceptable vehicle, a dermatologically acceptable silicone, and a deposition aid polymer, which is a cationic dextran polymer containing a dextran-based polymer functionalized with a quaternary ammonium group, wherein the dextran-based polymer has a weight average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium group comprises (i) a quaternary ammonium group of formula (II) bonded to a pendant oxygen on the dextran-based polymer,

[0002]

Chemical Formula

[0003]

Chemical Formula

[0004]

Chemical Formula

[0005] , 5~20 , 1~4 , , 4 , is independently selected from linear or branched C 1~4 alkyl groups, and each R 3 is independently selected from linear or branched C 1~4 alkyl groups, and each R 4 is independently selected from linear or branched C 5~20 alkyl groups.

[0005] Hair cleansing is a pervasive element of personal hygiene. Hair cleansing facilitates the removal of dirt, bacteria, and other substances recognized as harmful to the hair or the individual. Cleansing formulations typically contain surfactants to facilitate the removal of substances accumulated on the hair. Unfortunately, cleansing formulations remove both undesirable and desirable substances from the hair. For example, cleansing formulations often undesirably remove oil from the hair, which acts to protect the hair from moisture loss. Removing excess oil from the hair can make it dry and prone to damage. One solution to this concern is the selection of mild surfactants. 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.

[0006] In addition to shampooing, the practice of coloring and styling can leave chemical and thermal damage to the hair, exacerbating the need for conditioning to improve the hair's appearance and feel.

[0007] In U.S. Patent No. 7,067,499, Erazo-Majewicz et al. disclose personal care and household care product compositions comprising at least one cationic polygalactomannan or a derivative of cationic polygalactomannan, wherein the derivative portion on the cationic derivatized polygalactomannan is selected from the group consisting of alkyl, hydroxyalkyl, alkylhydroxyalkyl, and carboxymethyl, where the alkyl has a carbon chain containing 1 to 22 carbons, and the hydroxyalkyl is selected from the group consisting of hydroxyethyl, hydroxypropyl, and hydroxybutyl, and the at least one cationic polygalactomannan or derivative of cationic polygalactomannan has a mean average molecular weight (Mw) with a lower limit of 5,000 and an upper limit of 200,000, has a light transmittance of more than 80% at a light wavelength of 600 nm in a 10% aqueous solution, has a protein content of less than 1.0 wt% of polysaccharides, and has an aldehyde functional group content of at least 0.01 meq / gram.

[0008] Conventional deposition aids such as soluble cationic modified cellulose (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; however, they exhibit low efficiency, requiring a relatively high incorporation of active substances into the personal care cleanser formulation to achieve the desired results. However, such high levels of active substances (e.g., silicones) negatively impact the consumer experience of the formulation, affecting foaming / bubbling feel and cost.

[0009] Therefore, formulations designed for the care of damaged hair continue to be needed. Furthermore, there is a continued need for new beneficial agent deposition aids with an increased natural origin index (ISO 16128) compared to conventional beneficial agent deposition aids.

[0010] The present invention provides a formulation for the care of damaged hair, comprising a dermatologically acceptable vehicle, a dermatologically acceptable silicone, and a deposition aid polymer which is a cationic dextran polymer comprising a dextran-based polymer functionalized with a quaternary ammonium group, wherein the dextran-based polymer has a weight average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium group comprises: (i) a quaternary ammonium group of formula (II) bonded to a pendant oxygen on the dextran-based polymer,

[0011] [Chemical formula] (ii) a quaternary ammonium group of formula (III) bonded to a pendant oxygen on the dextran-based polymer, and wherein,

[0012] [Chemical formula] in the formula,

[0013] [Chemical formula] is a pendant oxygen on the dextran-based polymer, X is a divalent linking group, and each R 2 is independently selected from the group consisting of linear or branched C 1~4 alkyl groups, each R 3 is independently selected from linear or branched C 1~4 alkyl groups, and each R 4 is independently selected from linear or branched C 5~20 alkyl groups.

[0014] The present invention provides a method for caring for damaged hair, comprising selecting a formulation of the present invention and applying the formulation to damaged hair, wherein the deposition aid polymer improves the deposition of dermatologically acceptable silicones from the formulation onto damaged hair compared to a formulation that does not contain the deposition aid polymer but is otherwise identical. [Modes for carrying out the invention]

[0015] Surprisingly, silicone deposition from hair care formulations onto damaged hair can be improved by incorporating deposition aid polymers, which are cationic dextran polymers containing a dextran-based polymer functionalized with quaternary ammonium groups, the dextran-based polymer having a weight-average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium group is (i) a quaternary ammonium group of formula (II) bonded to a pendant oxygen on the dextran-based polymer,

[0016] [ka] (ii) comprising a quaternary ammonium group of formula (III) bonded to a pendant oxygen on a dextran-based polymer,

[0017] [ka] During the ceremony,

[0018] [ka] is a pendant oxygen on a dextran-based polymer, X is a divalent linking group, and each R 2 Independently, C 1~4 Selected from alkyl groups, each R 3 Independently, C 1~4 Selected from alkyl groups, each R 4 These are independently linear or branched C5~20 Selected from alkyl groups.

[0019] Unless otherwise specified, ratios, percentages, and parts are expressed by weight.

[0020] As used herein, unless otherwise indicated, "molecular weight" or M W The term refers to weight-average molecular weight measured by conventional methods using gel permeation chromatography (GPC) and conventional standards such as polyethylene glycol standards. The GPC technique is described in detail in *Modern Size Exclusion Chromatography*, WWYau, JJKirkland, DDBly; Wiley-Interscience, 1979, and in *A Guide to Materials Characterization and Chemical Analysis*, JPSibilia; VCH, 1988, pp. 81-84. Molecular weight is reported herein in units of Daltons or equivalently in g / mol.

[0021] As used herein and in the appended claims, the term “dermatologically acceptable” refers to ingredients typically used for topical application to the skin, and it is intended to emphasize that materials that are toxic when present in amounts typically found in skincare compositions are not intended as part of the present invention.

[0022] Preferably, the formulation for the care of damaged hair is for at least one of the following: chemically damaged hair (e.g., hair damaged from chemical treatments such as dyeing, bleaching, and perming); thermally damaged hair (e.g., hair damaged from exposure to heat from irons, forced drying, and styling); and physically damaged hair (e.g., hair damaged from physical abuse such as friction, pulling, and curling). More preferably, the formulation for the care of damaged hair is for chemically damaged hair. Most preferably, the formulation for the care of damaged hair is for bleached hair.

[0023] Preferably, the formulation for the care of damaged hair (preferably mammalian hair, more preferably human hair) of the present invention is selected from the group consisting of conditioning shampoo formulations, rinse-off conditioner formulations, and leave-on conditioner formulations. More preferably, the formulation of the present invention is selected from the group consisting of conditioning shampoo formulations and rinse-off conditioner formulations. Most preferably, the formulation of the present invention is a conditioning shampoo formulation.

[0024] Preferably, the formulations of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) include a dermatologically acceptable vehicle (preferably, the formulation contains 25-99.895% by weight (more preferably 45-99.83% by weight, even more preferably 79-96.65% by weight, most preferably 84-94.4% by weight) of a dermatologically acceptable vehicle based on the weight of the formulation) and a dermatologically acceptable silicone (preferably, the formulation contains 0.1-5% by weight (more preferably 0.15-4% by weight, even more preferably 0.25-2% by weight, most preferably 0.4-1.5% by weight) based on the weight of the formulation). The formulation comprises a deposition aid polymer (containing dermatologically acceptable silicones) and a deposition aid polymer (preferably 0.005 to 5% by weight (more preferably 0.01 to 2% by weight, even more preferably 0.1 to 1% by weight, most preferably 0.2 to 0.5% by weight) based on the weight of the formulation), which is a cationic dextran polymer containing a dextran-based polymer functionalized with quaternary ammonium groups, wherein the dextran-based polymer has a weight-average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium groups are (i) quaternary ammonium groups of formula (II) bonded to pendant oxygen on the dextran-based polymer,

[0025] [ka] (ii) comprising a quaternary ammonium group of formula (III) bonded to a pendant oxygen on a dextran-based polymer,

[0026] [ka] During the ceremony,

[0027] [ka] is a pendant oxygen on a dextran-based polymer, X is a divalent linking group, and each R 2 These are independently linear or branched C 1~4 Selected from alkyl groups, each R 3 These are independently linear or branched C 1~4 Selected from alkyl groups, each R 4 These are independently linear or branched C 5~20 Selected from alkyl groups.

[0028] Preferably, the care formulation of the present invention is a liquid formulation. More preferably, the formulation of the present invention is an aqueous liquid formulation.

[0029] Preferably, the formulations of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) contain 25 to 99.895% by weight (preferably 45 to 99.83% by weight, more preferably 79 to 96.65% by weight, most preferably 84 to 94.4% by weight) of a dermatologically acceptable vehicle, based on the weight of the formulation. More preferably, the formulations of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) contain 25 to 99.895% by weight (preferably 45 to 99.83% by weight, more preferably 79 to 96.65% by weight, most preferably 84 to 94.4% by weight) of a dermatologically acceptable vehicle, the dermatologically acceptable vehicle being water. More preferably, the formulation of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) comprises, based on the weight of the formulation, 25 to 99.895% by weight (preferably 45 to 99.83% by weight, more preferably 79 to 96.65% by weight, most preferably 84 to 94.4% by weight) of a dermatologically acceptable vehicle, wherein the dermatologically acceptable vehicle is water and aqueous C 1~4 The alcohol mixture is selected from the group consisting of alcohol mixtures. Most preferably, the formulation of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) comprises 25 to 99.895% by weight (preferably 45 to 99.83% by weight, more preferably 79 to 96.65% by weight, most preferably 84 to 94.4% by weight) of a dermatologically acceptable vehicle, based on the weight of the formulation, wherein the dermatologically acceptable vehicle is water.

[0030] Preferably, the water used in the formulation of the present invention is at least one of distilled water and deionized water. More preferably, the water used in the formulation of the present invention is distilled and deionized.

[0031] Preferably, the formulations of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) contain 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, most preferably 0.4 to 1.5% by weight) of dermatologically acceptable silicone (preferably dermatologically acceptable silicone for conditioning the hair), based on the weight of the formulation. More preferably, the formulations for the care of damaged hair of the present invention comprise 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, most preferably 0.4 to 1.5% by weight) of dermatologically acceptable silicones, based on the weight of the formulation, selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecylmethicone, hexamethyldisiloxane, diisopropanolamino-PG-propyldisiloxane, methicone, phenyldimethicone, bis-vinyldimethicone, stearoxydimethicone, polyalkylsiloxane, polyalkylarylsiloxane, silicone gum (i.e., polydiorganosiloxane having a weight-average molecular weight of 200,000 to 1,000,000 daltons), polyamino-functional silicones (e.g., Dow Corning® 929), and combinations thereof. More preferably, the formulation for the care of damaged hair of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, most preferably 0.4 to 1.5% by weight) of dermatologically acceptable silicone, based on the weight of the formulation, the dermatologically acceptable silicone being selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecylmethicone, hexamethyldisiloxane, methicone, phenyldimethicone, stearoxydimethicone, and mixtures thereof.More preferably, the formulation for the care of damaged hair of the present invention contains 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, most preferably 0.4 to 1.5% by weight) of dermatologically acceptable silicone based on the weight of the formulation, wherein the dermatologically acceptable silicone is selected from the group consisting of amodimethicone, cyclomethicone, dimethicone, dimethiconol, hexadecylmethicone, methicone, and mixtures thereof. Most preferably, the formulation for the care of damaged hair of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 4% by weight, more preferably 0.25 to 2% by weight, most preferably 0.4 to 1.5% by weight) of dermatologically acceptable silicone, based on the weight of the formulation, wherein the dermatologically acceptable silicone comprises dimethiconol.

[0032] Preferably, the formulation of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) comprises, based on the weight of the formulation, 0.005 to 5% by weight (preferably 0.01 to 2% by weight, more preferably 0.1 to 1% by weight, most preferably 0.2 to 0.5% by weight) of a deposition aid polymer, wherein the deposition aid polymer is a cationic dextran polymer comprising a dextran-based polymer functionalized with quaternary ammonium groups, the dextran-based polymer having a weight-average molecular weight of 50,000 to 3,000,000 daltons, and the quaternary ammonium group comprises (i) a quaternary ammonium group of formula (II) bonded to a pendant oxygen on the dextran-based polymer, and (ii) a quaternary ammonium group of formula (III) bonded to a pendant oxygen on the dextran-based polymer.

[0033] Preferably, the dextran-based polymer has a weight-average molecular weight of 50,000 to 3,000,000 daltons (preferably 100,000 to 2,000,000 daltons, more preferably 125,000 to 1,000,000 daltons, even more preferably 130,000 to 650,000 daltons, and most preferably 145,000 to 525,000 daltons). More preferably, the dextran-based polymer has a weight-average molecular weight of 50,000 to 3,000,000 daltons (preferably 100,000 to 2,000,000 daltons, more preferably 125,000 to 1,000,000 daltons, even more preferably 130,000 to 650,000 daltons, and most preferably 145,000 to 525,000 daltons), and the dextran-based polymer contains multiple glucose structural units. It is a branched-chain dextran-based polymer in which 90 to 98 mol% (preferably 92.5 to 97.5 mol%, more preferably 93 to 97 mol%, most preferably 94 to 96 mol%) of glucose structural units are connected by α-D-1,6 bonds, 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 glucose structural units are connected by α-1,3 bonds. Most preferably, the dextran-based polymer has a weight-average molecular weight of 50,000 to 3,000,000 daltons (preferably 100,000 to 2,000,000 daltons, more preferably 125,000 to 1,000,000 daltons, even more preferably 130,000 to 650,000 daltons, most preferably 145,000 to 525,000 daltons), and the dextran-based polymer is branched, containing multiple glucose structural units. It is a dextran polymer with a chain structure, in which 90-98 mol% (preferably 92.5-97.5 mol%, more preferably 93-97 mol%, most preferably 94-96 mol%) of glucose structural units are linked by α-D-1,6 bonds, and 2-10 mol% (preferably 2.5-7.5 mol%, more preferably 3-7 mol%, most preferably 4-6 mol%) of glucose structural units are linked by α-1,3 bonds according to formula I.

[0034] [ka] In the formula, R 1 is hydrogen, C 1~4 Alkyl alkyl groups, and hydroxy C 1~4 Selected from alkyl groups, the average branching from the dextran polymer backbone is less than or equal to 3 anhydrous glucose units.

[0035] Preferably, the dextran-based polymer contains less than 0.01% by weight of the dextran-based polymer, based on the weight of the dextran-based polymer. More preferably, the dextran-based polymer contains less than 0.001% by weight of the dextran-based polymer, based on the weight of the dextran-based polymer. Most preferably, the dextran-based polymer contains less than the detectable limit of the alternative.

[0036] Preferably, the formulation of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) comprises, based on the weight of the formulation, 0.005 to 5% by weight (preferably 0.01 to 2% by weight, more preferably 0.1 to 1% by weight, most preferably 0.2 to 0.5% by weight) of a deposition aid polymer, wherein the deposition aid polymer is a cationic dextran polymer comprising a dextran-based polymer functionalized with a quaternary ammonium group, the quaternary ammonium group comprising (i) a quaternary ammonium group of formula (II) bonded to a pendant oxygen on the dextran-based polymer,

[0037] [ka] (ii) comprising a quaternary ammonium group of formula (III) bonded to a pendant oxygen on a dextran-based polymer,

[0038] [ka] During the ceremony,

[0039] [ka] X is a pendant oxygen on a dextran-based polymer, X is a divalent linking group, and X is a divalent linking group (preferably selected from divalent alkyl groups, optionally substituted with hydroxyl groups, alkoxy groups, and / or ether groups, more preferably X is -CH2CH(OR 5 )CH2- group, in the formula, R 5 This includes hydrogen and linear or branched C 1~4 Selected from the group consisting of alkyl groups, most preferably X is a -CH2CH(OH)CH2- group, and each R 2 These are independently linear or branched C 1~4 Alkyl alkyl groups (preferably linear or branched C) 1~3 alkyl group, more preferably C 1~2 Selected from the group consisting of alkyl groups (most preferably methyl groups), each R 3 These are independently linear or branched C 1~4 Alkyl alkyl groups (preferably linear or branched C) 1~3 alkyl group, more preferably C 1~2 Selected from the group consisting of alkyl groups (most preferably methyl groups), each R 4 These are independently linear or branched C 5~20 Alkyl alkyl groups (preferably linear or branched C) 7~18 Alkyl alkyl groups, more preferably linear or branched C 8~16 Alkyl alkyl groups, more preferably linear or branched C 10~14 Alkyl alkyl groups, most preferably linear or branched C 12Selected from alkyl groups. More preferably, the formulation for the care of damaged hair of the present invention comprises, based on the weight of the formulation, 0.005 to 5% by weight (preferably 0.01 to 2% by weight, more preferably 0.1 to 1% by weight, most preferably 0.2 to 0.5% by weight) of a deposition aid polymer, wherein the deposition aid polymer is a cationic dextran polymer comprising a dextran-based polymer functionalized with a quaternary ammonium group, the quaternary ammonium group being (i) a quaternary ammonium group of formula (IIa) bonded to a pendant oxygen on the dextran-based polymer,

[0040] [ka] (ii) comprising a quaternary ammonium group of formula (IIIa) bonded to a pendant oxygen on a dextran-based polymer,

[0041] [ka] During the ceremony,

[0042] [ka] This is a pendant oxygen on a dextran-based polymer, and each R 2 These are independently linear or branched C 1~4 Alkyl alkyl group (preferably C 1~3 alkyl group, more preferably C 1~2 Selected from the group consisting of alkyl groups (most preferably methyl groups), each R 3 These are independently linear or branched C 1~4 Alkyl alkyl group (preferably C 1~3 alkyl group, more preferably C 1~2 Selected from the group consisting of alkyl groups (most preferably methyl groups), each R 4 These are independently linear or branched C 5~20 Alkyl alkyl groups (preferably linear or branched C)7~18 Alkyl alkyl groups, more preferably linear or branched C 8~16 Alkyl alkyl groups, more preferably linear or branched C 10~14 Alkyl alkyl groups, most preferably linear or branched C 12 Selected from alkyl groups, each R 5 These are, independently, hydrogen and linear or branched C 1~4 Selected from the group consisting of alkyl groups (preferably hydrogen). Most preferably, the formulation for the care of damaged hair of the present invention comprises 0.05 to 5% by weight (preferably 0.1 to 2% by weight, more preferably 0.15 to 1% by weight, most preferably 0.2 to 0.5% by weight) of a deposition aid polymer based on the weight of the formulation, wherein the deposition aid polymer is a cationic dextran polymer comprising a dextran-based polymer functionalized with quaternary ammonium groups, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (IIa) bonded to a pendant oxygen on the dextran-based polymer, and (ii) a quaternary ammonium group of formula (IIIa) bonded to a pendant oxygen on the dextran-based polymer, each R 2 This is a methyl group, and each R 3 This is a methyl group, and each R 4 These are independently linear or branched C 8~16 Alkyl alkyl groups (preferably linear or branched C) 10~14 Alkyl alkyl groups, most preferably linear or branched C 12 Selected from alkyl groups, each R 5 It is hydrogen.

[0043] Preferably, the deposition aid polymer has a Kjeldahl nitrogen content, TKN, of 0.5 to 5.0% by weight (preferably 0.7 to 4% by weight, more preferably 1 to 3% by weight, most preferably 1.4 to 2.5% by weight), as measured using a Buchi KjelMaster K-375 automatic analyzer, corrected for volatile substances and ash content as measured in ASTM Method D-2364.

[0044] Preferably, the deposition aid polymer has a Kjeldahl nitrogen content (TKN) greater than 1-5%, as measured using a Buchi KjelMaster K-375 automated analyzer, corrected for volatile substances and ash content as described in ASTM Method D-2364, and the dextran-based polymer is functionalized with quaternary ammonium groups, the quaternary ammonium groups comprising (i) a quaternary ammonium group of formula (II) and (ii) a quaternary ammonium group of formula (III), and the deposition aid polymer has a degree of cationic substitution (DS) of the dimethyldodecylammonium moiety greater than 0-0.03 (preferably 0.001-0.03).

[0045] Preferably, the adhesion-enhancing polymer contains aldehyde functional groups in amounts of less than 0.001 meq / gram (preferably less than 0.0001 meq / gram, more preferably less than 0.00001 meq / gram, and most preferably less than the detection limit).

[0046] Preferably, the adhesion aid polymer contains less than 0.1% (preferably less than 0.01%, more preferably less than 0.001%, and most preferably less than the detection limit) of links between individual glucose units in the adhesion aid polymer, where the links are β-1,4 links.

[0047] Preferably, the adhesion aid polymer contains less than 0.1% (preferably less than 0.01%, more preferably less than 0.001%, and most preferably less than the detection limit) of links between individual glucose units in the adhesion aid polymer, and the links are β-1,3 links.

[0048] Preferably, the adhesion-enhancing polymer contains silicone-containing functional groups in amounts of less than 0.001 meq / gram (preferably less than 0.0001 meq / gram, more preferably less than 0.00001 meq / gram, and most preferably less than the detection limit).

[0049] Preferably, the formulations of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) contain less than 0.01% by weight (preferably less than 0.001% by weight, more preferably less than 0.0001% by weight, most preferably less than the detection limit) of dermatologically acceptable non-silicone oil based on the weight of the formulation. More preferably, the formulation of the present invention contains less than 0.01% by weight (preferably less than 0.001% by weight, more preferably less than 0.0001% by weight, most preferably less than the detection limit) of dermatologically acceptable non-silicone oil based on the weight of the formulation, the dermatologically acceptable non-silicone oil being 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)), fragrance oils (e.g., limonene), and mixtures thereof.

[0050] Preferably, the formulations of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) further optionally comprise 0 to 74.895% by weight (preferably 0.01 to 54.84% by weight, more preferably 2.5 to 20.65% by weight, most preferably 5 to 15.4% by weight) of a dermatologically acceptable cleansing surfactant, based on the weight of the formulation. More preferably, the formulations of the present invention for the care of damaged hair further optionally comprise 0 to 74.895% by weight (preferably 0.01 to 54.84% by weight, more preferably 2.5 to 20.65% by weight, most preferably 5 to 15.4% by weight) of a dermatologically acceptable cleansing surfactant, based on the weight of the formulation. More preferably, the formulation for the care of damaged hair of the present invention further optionally comprises 0 to 74.895% by weight (preferably 0.01 to 54.84% by weight, more preferably 2.5 to 20.65% by weight, most preferably 5 to 15.4% by weight) of dermatologically acceptable cleansing surfactants based on the weight of the formulation, wherein the dermatologically acceptable cleansing surfactants include 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 cocamidomethyl (Amidobetaines such as dopropyl betaine), taurates (e.g., sodium methylcocoyl 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), amfoacetates (e.g., sodium cocoamphoacetate), sulfates (e.g., sodium lauryl ether sulfate (SLES)), sulfonates (e.g., C 14~16Selected from the group consisting of sodium olefin sulfonate, succinate (e.g., disodium lauryl sulfosuccinate), fatty alkanolamides (e.g., cocamide monoethanolamine, cocamide, diethanolamine, soyamide diethanolamine, lauramido diethanolamine, oleamide monoisopropanolamine, stearamide monoethanolamine, myristamide monoethanolamine, lauramido monoethanolamine, capramido diethanolamine, ricinoleamide diethanolamine, myristamide diethanolamine, stearamide diethanolamine, oleylamide diethanolamine, taloamide diethanolamine, lauramido monoisopropanolamine, taloamide monoethanolamine, isostearamido diethanolamine, isostearamido diethanolamine, isostearamido monoethanolamine), and mixtures thereof. More preferably, the formulation for the care of damaged hair of the present invention optionally further comprises 0 to 74.895% by weight (preferably 0.01 to 54.84% by weight, more preferably 2.5 to 20.65% by weight, most preferably 5 to 15.4% by weight) of a dermatologically acceptable cleansing surfactant, based on the weight of the formulation, wherein the dermatologically acceptable cleansing surfactant comprises sodium lauryl ether sulfate. Most preferably, the formulation for the care of damaged hair of the present invention optionally further comprises 0 to 74.895% by weight (preferably 0.01 to 54.84% by weight, more preferably 2.5 to 20.65% by weight, most preferably 5 to 15.4% by weight) of a dermatologically acceptable cleansing surfactant, based on the weight of the formulation, wherein the dermatologically acceptable cleansing surfactant comprises a blend of sodium lauryl ether sulfate, cocamide monoethanolamine, and cocamidopropyl betaine.

[0051] Preferably, the formulations of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) optionally include antimicrobial agents / preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone, ethylhexylglycerin), rheological modifiers (e.g., PEG-150 pentaerythrityl tetrastearate), soaps, colorants, pH adjusters, antioxidants (e.g., butylated hydroxytoluene), and 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, triols, triol analogs, cationic polymeric polyols), waxes, foaming agents, emulsifiers, colorants, fragrances, chelating agents (e.g., ethylenediamine (Tetrasodium tetraacetate), preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone), bleaching agents, lubricants, sensory modifiers, sunscreen additives, vitamins, proteins / amino acids, plant extracts, natural ingredients, bioactives, degradation inhibitors, pigments, acids, penetrating agents, antistatic agents, anti-frizzy agents, anti-dandruff agents, hair weaving / straightening agents, hair styling agents, hair oils, natural oils or esters, emollients (e.g., mono-, di-, tri-glycerides, For example, it further comprises at least one additional ingredient selected from the group consisting of sunflower seed oil, coconut oil, cottonseed oil, borage oil, borage seed oil, evening primrose oil, castor and hydrogenated castor oil, rice bran oil, soybean oil, olive oil, safflower oil, shea butter, jojoba oil, and combinations thereof), absorbents, hard particles, soft particles, conditioning agents (e.g., guar hydroxypropyltrimonium chloride, PQ-10, PQ-7), lubricants, emulsions, pearlescent agents, and salts.More preferably, the formulation for the care of damaged hair of the present invention optionally further comprises at least one additional component selected from the group consisting of antimicrobial agents / preservatives (e.g., benzoic acid, sorbic acid, phenoxyethanol, methylisothiazolinone, ethylhexylglycerin), rheological modifiers (e.g., PEG-150 pentaerythrityl tetrastearate), and chelating agents (e.g., tetrasodium ethylenediaminetetraacetate). Most preferably, the formulation for the care of damaged hair of the present invention optionally further comprises at least one additional component selected from the group consisting of a mixture of phenoxyethanol and methylisothiazolinone, a mixture of phenoxyethanol and ethylhexylglycerin, PEG-150 pentaerythrityl tetrastearate, and tetrasodium ethylenediaminetetraacetate.

[0052] Preferably, the formulations of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) further comprises a thickener. More preferably, the formulations of the present invention for the care of damaged hair further comprises a thickener, which is preferably selected to increase the viscosity of the formulation without substantially altering the other properties of the formulation. Preferably, the formulations of the present invention for the care of damaged hair further comprises a thickener, which is preferably selected to increase the viscosity of the formulation without substantially altering the other properties of the formulation, and the thickener accounts for 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 formulation.

[0053] Preferably, the formulations of the present invention for the care of damaged hair (preferably mammalian hair, more preferably human hair) further comprises an antimicrobial agent / preservative. More preferably, the formulations of the present invention for the care of damaged hair further comprises an antimicrobial agent / preservative, the antimicrobial agent / preservative being selected from the group consisting of phenoxyethanol, ethylhexylglycerin, benzoic acid, benzyl alcohol, sodium benzoate, DMDM ​​hydantoin, 2-ethylhexylglyceryl ether, isothiazolinone (e.g., methylchloroisothiazolinone, methylisothiazolinone), and mixtures thereof. Most preferably, the formulation for the care of damaged hair of the present invention further comprises an antimicrobial agent / preservative, the antimicrobial agent / preservative being a mixture selected from the group consisting of (a) phenoxyethanol and ethylhexylglycerin, and (b) phenoxyethanol and isothiazolinone (more preferably, the antimicrobial agent / preservative being a mixture selected from the group consisting of (a) phenoxyethanol and ethylhexylglycerin, and (b) phenoxyethanol and methylisothiazolinone, most preferably, the antimicrobial agent / preservative being a mixture of phenoxyethanol and ethylhexylglycerin).

[0054] Preferably, the formulation for the care of damaged hair (preferably mammalian hair, more preferably human hair) of the present invention further optionally comprises a pH adjuster. More preferably, the formulation for the care of damaged hair of the present invention further comprises a pH adjuster, and the formulation has a pH of 4 to 9 (preferably 4.25 to 8, more preferably 4.5 to 7, most preferably 4.75 to 6).

[0055] Preferably, the pH adjusting agent 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 adjusting agent 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 adjusting agent contains citric acid. Most preferably, the pH adjusting agent is citric acid.

[0056] Preferably, the method for caring for damaged hair (preferably mammalian hair, more preferably human hair) of the present invention comprises selecting a formulation of the present invention (preferably the selected formulation containing a dermatologically acceptable cleansing surfactant), and applying the formulation to the damaged hair, wherein the deposition-enhancing polymer improves the deposition of dermatologically acceptable silicones from the formulation onto the damaged hair compared to a formulation that is otherwise identical but does not contain the deposition-enhancing polymer. More preferably, the method for caring for damaged hair (preferably mammalian hair, more preferably human hair) of the present invention comprises selecting a formulation of the present invention (preferably the selected formulation containing a dermatologically acceptable cleansing surfactant), wetting the damaged hair with water, and applying the formulation to the wet damaged hair, wherein the deposition-enhancing polymer improves the deposition of dermatologically acceptable silicones from the formulation onto the damaged hair compared to a formulation that is otherwise identical but does not contain the deposition-enhancing polymer. Most preferably, the method for caring for damaged hair (preferably mammalian hair, more preferably human hair) according to the present invention comprises selecting a formulation of the present invention (preferably the selected formulation comprising a dermatologically acceptable cleansing surfactant), wetting the damaged hair with water, applying the formulation to the wet damaged hair, and then rinsing the hair with water, wherein the deposition aid polymer enhances the deposition of dermatologically acceptable silicones from the formulation onto the damaged hair compared to a formulation that is otherwise identical but does not contain the deposition aid polymer.

[0057] Herein, several embodiments of the present invention will be described in detail by the following examples.

[0058] Synthesis S1: Synthesis of cationic dextran polymers A 500 mL four-necked round-bottom flask, equipped with a rubber septum cap, a nitrogen inlet, a pressure equalization 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 filled with dextran polymer (30.64 g, Polydex, 150 kDa Mw) and deionized water (160.34 g). A 70% aqueous solution of 2,3-epoxypropyltrimethylammonium chloride (27.06 g, QUAB® 151, available from SKW QUAB Chemicals) was added to the addition funnel. The contents of the flask were stirred until the dextran polymer dissolved in the deionized water. While stirring the contents, the apparatus was purged with nitrogen to remove any oxygen introduced into 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, 4.75 g of 25% sodium hydroxide aqueous solution 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. Next, the contents of the addition funnel were added dropwise to the contents of the flask over several minutes while continuing to stir under nitrogen. After transferring the contents of the dropping funnel to the contents of the flask, the mixture was stirred for 5 minutes. The contents of the flask were then heated using a heating mantle controlled by a J-KEM controller set to 55°C. The contents of the flask were heated to 55°C and maintained therefore for 90 minutes. Next, the contents of the flask were cooled to room temperature while maintaining positive nitrogen pressure inside the flask. Once the contents of the flask reached room temperature, 2.5 g of glacial acetic acid was added. The polymer was recovered by non-solvent precipitation from methanol, and the precipitated polymer was recovered by vacuum filtration using a Buchner funnel and dried overnight under vacuum at 50°C. The resulting branched-chain cationic dextran polymer was an off-white solid (23.9 g) with a volatile matter content of 3.54% and an ash content of 0.11% (as sodium chloride). Volatile matter and ash content were measured as described in ASTM Method D-2364.The Kjeldahl nitrogen content (TKN), measured using a Buchi KjelMaster K-375 automated analyzer, was found to be 1.053% (corrected for volatile substances and ash), which corresponds to a trimethylammonium substitution degree of 0.138.

[0059] Synthesis S2-S4: Synthesis of cationic dextran polymers In synthesis steps S2-S4, the cationic dextran polymer was prepared substantially as described in synthesis step S1, using the reagents and quantities shown in Table 1. The degree of cationic substitution (CS) of QUAB® 151 in the product cationic dextran polymer, measured by NMR, is reported in Table 3. The total Kjeldahl nitrogen (TKN) in the product cationic dextran polymer is also reported in Table 3.

[0060] [Table 1] A-Polydex 150 Water-based Dextran B-Sigma Aldrich catalog number D4876 C-Polydex 250 Water-based Dextran

[0061] Synthesis S5: Synthesis of cationic dextran polymers A 500 mL four-necked round-bottom flask, equipped with a rubber septum cap, a nitrogen inlet, a pressure equalization 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 filled with dextran-based polymer (125.97 g, 21.4% Polydex aqueous dextran), N,N-dimethyloctylamine (9.83 g), and epichlorohydrin (5.69 g). The contents of the flask were stirred at 70 rpm. While stirring, the headspace inside the flask was purged with a slow, steady flow of nitrogen (approximately one bubble per second) for 1 hour to remove all entrained oxygen from the apparatus.

[0062] After purging with nitrogen for one hour, heat was applied to the contents of the flask using a heated mantle and a J-KEM control device (set to 70°C). The contents of the flask were maintained at 70°C for 5 hours while stirring under nitrogen. During this time, the color of the contents of the flask changed from yellow to dark brown, and the viscosity increased significantly as the reaction progressed.

[0063] Next, the contents of the flask were cooled in a water bath while maintaining a positive nitrogen pressure inside the flask. The solid polymer product was recovered from the flask contents by non-solvent precipitation with acetone. A Waring blender was filled with 500 mL of acetone, and approximately 20 mL of the polymer solution was slowly and continuously added at a moderate mixing rate using a disposable plastic syringe. The polymer was recovered by vacuum filtration through a Buchner funnel with fine frit. The Waring blender was filled with fresh acetone, and non-solvent precipitation of the remaining aqueous solution was continued. The polymer was air-dried for a short time, and then dried overnight at 50°C in vacuum. The dried polymer was manually ground using a mortar and pestle and screened through a US Standard 30 sieve.

[0064] The resulting polymer was obtained as a white solid (29.63 g), with a volatile matter content of 2.47%, an ash content (as sodium chloride) of 1.84%, a Kjeldahl nitrogen content (corrected for ash and volatile matter) of 1.442%, and a correspondence value to CS of 0.225.

[0065] Synthesis S6: Synthesis of cationic dextran polymers A 500 mL four-necked round-bottom flask, equipped with a rubber septum cap, a nitrogen inlet, a pressure equalization 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 filled with dextran-based polymer (126.92 g, 21.4% Polydex aqueous dextran), N,N-dimethyldodecylamine (13.54 g), and epichlorohydrin (5.84 g). The contents of the flask were stirred at 70 rpm. While stirring, the headspace inside the flask was purged with a slow, steady flow of nitrogen (approximately one bubble per second) for 1 hour to remove all entrained oxygen from the apparatus.

[0066] After purging with nitrogen for one hour, heat was applied to the contents of the flask using a heated mantle and a J-KEM control device (set to 70°C). The contents of the flask were maintained at 70°C for 5 hours while stirring under nitrogen. During this time, the color of the contents of the flask changed from yellow to dark brown, and the viscosity increased significantly as the reaction progressed.

[0067] Next, the contents of the flask were cooled in a water bath while maintaining a positive nitrogen pressure inside the flask. The solid polymer product was recovered from the flask contents by non-solvent precipitation with acetone. A Waring blender was filled with 500 mL of acetone, and approximately 20 mL of the polymer solution was slowly and continuously added at a moderate mixing rate using a disposable plastic syringe. The polymer was recovered by vacuum filtration through a Buchner funnel with fine frit. The Waring blender was filled with fresh acetone, and non-solvent precipitation of the remaining aqueous solution was continued. The polymer was air-dried for a short time, and then dried overnight at 50°C in vacuum. The dried polymer was manually ground using a mortar and pestle and screened through a US Standard 30 sieve.

[0068] The resulting polymer was obtained as a white solid (29.96 g), with a volatile matter content of 2.35%, an ash content (as sodium chloride) of 1.99%, a Kjeldahl nitrogen content (corrected for ash and volatile matter) of 1.079%, and a correspondence value to CS of 0.163.

[0069] Synthesis S7: Synthesis of cationic dextran polymers A 500 mL four-necked round-bottom flask, equipped with a rubber septum cap, a nitrogen inlet, a pressure equalization 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 filled with dextran-based polymer (25.0 g, Sigma-Aldrich catalog number D4876) and deionized water (100 g). The contents of the flask were stirred at 70 rpm. While stirring, the headspace inside the flask was purged with a slow, steady flow of nitrogen (approximately one bubble per second) for 1 hour to remove all entrained oxygen from the apparatus.

[0070] The addition funnel was filled with a 70% aqueous solution of 2,3-epoxypropyltrimethylammonium chloride (30.0 g; QUAB® 151, available from SKW QUAB Chemicals) and a 40% aqueous solution of 3-chloro-2-hydroxypropyl-lauryl-dimethylammonium chloride (39.3 g; QUAB® 342, available from SKW QUAB Chemicals).

[0071] While stirring the contents of the flask under nitrogen, 11 g of 25% sodium hydroxide aqueous solution was added to the contents of the flask over 2 minutes. Next, the contents of the flask were stirred continuously for 1 hour, and then the contents of the addition funnel were added to the contents of the flask dropwise over 3 minutes. Next, the contents of the flask were stirred for 20 minutes, and then heated for 1.5 hours using a heating mantle with a setpoint temperature of 55°C. Next, the contents of the flask were cooled in an ice bath while maintaining a positive nitrogen pressure inside the flask. Next, the contents of the flask were neutralized by adding glacial acetic acid (1.66 g). Next, the contents of the flask were stirred under nitrogen for 10 minutes. Next, the polymer product was recovered from the contents of the flask by non-solvent precipitation with methanol, using approximately 1 L of methanol. Next, the methanol was decanted, and the polymer product was placed in a dish and vacuum-dried overnight at 50°C.

[0072] The recovered polymer product was sieved through a 30-mesh screen to obtain a fluid white solid (27.2 g) with a volatile content of 5.13% and an ash content of 0.56% (as sodium acetate). The total Kjeldahl nitrogen content in the polymer product was determined to be 1.329% by weight.

[0073] Synthesis S8-S10: Synthesis of cationic dextran polymers In synthesis steps S8-S10, the cationic dextran polymer was prepared substantially as described in synthesis step S7, but the reagent supply was varied as shown in Table 2. The cationic substitution degrees (CS) of QUAB® 151 and QUAB® 342 in the product cationic dextran polymer, as measured by NMR, are reported in Table 3. The total Kjeldahl nitrogen (TKN) in the product cationic dextran polymer is also reported in Table 3.

[0074] [Table 2]

[0075] [Table 3]

[0076] Comparative Examples CF1-CF7 and Examples F1-F4: Shampoo formulations Shampoo formulations were prepared in each of Comparative Examples CF1-CF7 and Examples F1-F7 to have the formulations shown in Table 4. Specifically, the shampoo formulations were prepared in each of Comparative Examples CF1-CF7 and Examples F1-F4 using the following process: In a container, a 30% by weight aqueous solution of sodium lauryl sulfate was dissolved in 20 g of deionized water and heated to 70°C while constantly stirring. Next, the polymers shown in Table 4 were added to the container while stirring (for example, guar hydroxypropyltrimonium chloride and cationic dextran were prepared according to one of the synthesis methods S1-S10). Once the polymers were dissolved, tetrasodium EDTA was then added to the container. When the contents of the container reached 70°C, a 45% by weight aqueous solution of the PEG-150 pentaerythrityl tetrastearate portion and a 30% by weight aqueous solution of cocamide MEA were added to the container. Next, a 30% by weight solution of cocamidopropyl betaine was added to the container. Finally, the contents of the container were allowed to cool. Once at room temperature, phenoxyethanol, methylisothiazolinone preservative, and an aqueous emulsion of dimethiconol and TEA-dodecylbenzenesulfonate with a solid content of 50% by weight were added to the container. The final pH of the product shampoo formulation was then adjusted to pH 5 using sodium hydroxide or citric acid as needed, and sufficient water was added to adjust the total weight of the formulation to 100 g. Additional PEG-150 pentaerythrityl tetrastearate was added to adjust the viscosity of the final formulation to a Brookfield viscosity of 11,000 cP, measured using a No. 6 spindle at 30 rpm under laboratory conditions.

[0077] [Table 4] 1 Available from Stepan Company under the product name STEOL(registered trademark) CS-130. 2 Product name Jaguar (registered trademark) Excel is available from Solvay Novecare. 3 Available from The Dow Chemical Company under the product name Versene (trademark) 220. 4 Available from Croda Inc. under the product name Incromide (trademark) CMEA. 5 Available from Stepan Company under the product name AMPHOSOL® CA. 6 A preservative available from The Dow Chemical Company under the product name Neolone (trademark) PE. 7 The product name is DOWSIL (trademark) 1785 POE emulsion, available from The Dow Chemical Company. 8 Available from Croda Inc. under the product name Crothix(trademark)-PA-(MH).

[0078] Silicone deposition analysis The deposition of silicone onto hair from shampoo formulations prepared according to Comparative Examples CF1-CF7 and Examples F1-F4 was quantified using X-ray photoelectron spectroscopy (XPS), thereby providing quantitative elemental and chemical state information from the top 10 nm of the hair sample.

[0079] Hair bundles (1g, bleached hair available from International Hair Importers) were first washed with a 9% by weight sodium lauryl sulfate solution and rinsed for 30 seconds with water flowing at 0.4 L / min. After the initial washing step, the hair bundles were then washed with the shampoo formulations of Comparative Examples CF1-CF6 and Examples F1-F2 by applying 0.8g of shampoo formulation to the hair bundles, massaging each side for 30 seconds, and then rinsing each side with water flowing at 0.4 L / min for 15 seconds. The hair bundles were then evaluated using XPS. XPS data were obtained for 1cm bundles of 3mm hair. 2Data were obtained from four regions per hair cluster. The instrument parameters used are provided in Table 5. The mol% of silicone from shampoo formulations deposited on the hair is reported in Table 6.

[0080] [Table 5]

[0081] [Table 6]

Claims

1. A formulation for the care of damaged hair, Dermatologically acceptable vehicles and Dermatologically acceptable silicones, A deposition aid polymer, which is a cationic dextran polymer containing a dextran-based polymer functionalized with quaternary ammonium groups, comprises a deposition aid polymer, The dextran-based polymer has a weight-average molecular weight of 50,000 to 3,000,000 Daltons. The cationic dextran polymer has a Kjeldahl nitrogen content of 0.5 to 5.0% by weight, corrected for ash and volatile substances, and TKN. The aforementioned quaternary ammonium group, (i) A quaternary ammonium group of formula (II) bonded to the pendant oxygen on the dextran-based polymer, 【Chemistry 1】 (ii) comprising a quaternary ammonium group of formula (III) bonded to a pendant oxygen on the dextran-based polymer, 【Chemistry 2】 During the ceremony, 【Transformation 3】 is a pendant oxygen on the dextran-based polymer, X is a divalent linking group, and each R ２ Independently, C １～４ Selected from alkyl groups, each R ３ Independently, C １～４ Selected from alkyl groups, each R ４ These are independently linear or branched C ５～２０ A compound selected from alkyl groups.

2. The formulation according to claim 1, wherein the formulation is selected from the group consisting of leave-on conditioner, rinse-off conditioner, and conditioning shampoo.

3. The formulation according to claim 2, further comprising a cleansing surfactant, wherein the formulation is a conditioning shampoo.

4. The quaternary ammonium group in formula (II) is the same as that in formula (IIa), 【Chemistry 4】 The quaternary ammonium group in formula (III) is the same as that in formula (IIIa), 【Transformation 5】 In the formula, each R ５ These are, independently, hydrogen and linear or branched C １～４ A conditioning shampoo according to claim 3, selected from the group consisting of alkyl groups.

5. Each R ２ and R ３ is a methyl group, and each R ５ is hydrogen, the conditioning shampoo according to claim 4.

6. Each R ４ However, linear or branched C １２ The conditioning shampoo according to claim 5, wherein the alkyl group is an alkyl group.

7. The conditioning shampoo according to claim 6, wherein the deposition aid polymer has a Kjeldahl nitrogen content of more than 1 to 5.0% by weight, TKN, corrected for ash and volatile substances, and the deposition aid polymer has a cation substitution degree of the dimethyldodecylammonium portion of more than 0 to 0.03, DS.

8. A conditioning shampoo according to claim 7, further comprising at least one additional ingredient selected from the group consisting of antibacterial / preservative agents, rheological modifiers, soaps, colorants, pH adjusters, antioxidants, moisturizers, waxes, foaming agents, emulsifiers, colorants, fragrances, chelating agents, preservatives, bleaching agents, lubricants, sensory modifiers, sunscreen additives, vitamins, proteins / amino acids, plant extracts, natural ingredients, bioactives, degradation inhibitors, pigments, acids, penetrating agents, antistatic agents, anti-frizzy agents, anti-dandruff agents, hair weaving / straightening agents, hair styling agents, hair oils, natural oils or esters, emollients, absorbents, hard particles, soft particles, conditioning agents, lubricants, opacifiers, pearlescent agents, and salts.

9. A method for caring for damaged hair, Selecting the formulation described in claim 1, This includes applying the aforementioned formulation to damaged hair, A method for improving the deposition of dermatologically acceptable silicone from a formulation onto damaged hair, compared to a formulation that does not contain the deposition-adjunct polymer but is otherwise identical.

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