Process to reduce hair damage when exposed to heat

Abstract

A process for reducing hair damage upon exposure to heat is provided comprising: providing a cosmetically acceptable aqueous carrier; selecting a thermal protectant, the thermal protectant being selected based on its ability to impart thermal protection to the hair from exposure to heat, the thermal protectant being selected to be a functionalized dextran polymer comprising a moiety selected from: (i) a tertiary amine group; (ii) a quaternary ammonium group; and (iii) combinations thereof; providing the selected thermal protectant; combining the cosmetically acceptable aqueous carrier and the thermal protectant to form an aqueous thermal protectant formulation, the process comprising: providing hair; applying the aqueous thermal protectant formulation to the hair to obtain protected hair; providing a heat-generating hair care appliance; and exposing the protected hair to a temperature of 50-300° C. for 1-30 minutes using the heat-generating hair care appliance.

Description

[Technical Field]

[0001] The present invention relates to a process for reducing hair damage when hair is exposed to heat. Specifically, the present invention relates to a process for reducing hair damage when hair is exposed to heat, comprising: providing a cosmetically acceptable aqueous carrier; selecting a thermal protectant, wherein the thermal protectant is selected based on its ability to provide hair with thermal protection from heat exposure, wherein the thermal protectant is selected to be a functionalized dextran polymer, wherein a portion selected from the group consisting of: (i) tertiary amine groups; (ii) quaternary ammonium groups; and (iii) combinations thereof; providing the selected thermal protectant; combining the cosmetically acceptable aqueous carrier and the thermal protectant to form an aqueous thermal protectant formulation, thereby providing hair; applying the aqueous thermal protectant formulation to the hair to obtain protected hair; providing a heat-generating hair care device; and using the heat-generating hair care device to expose the protected hair to a temperature of 50 to 300°C for 1 to 30 minutes.

[0002] Heat-assisted styling or drying processes that apply heat to hair fibers (e.g., using a blow dryer, straightener (such as a flat iron), curling device, heated comb, or heated brush (with or without a rotating drum)) are ubiquitous. However, such heat-assisted processes can dry out and damage hair. Furthermore, improper techniques, such as holding a blow dryer too close to the hair and over-drying it, or applying a hot tool to a specific area of ​​hair for too long, can cause damage. Heat-assisted processes make hair brittle and more susceptible to cracking as moisture evaporates or is pushed out of it. In addition, heat styling can cause physical damage to the hair. For example, it can cause increased friction between hair fibers by lifting the cuticle and / or creating blisters on individual hair fibers. Increased friction between hair fibers makes it harder to comb and requires more force to comb the hair. Applying increased combing force can, in turn, wear down the outer surface of the hair, potentially causing cracks and breakage. For many years, researchers have believed that human hair, being composed of keratin protein, possesses similar temperature-based properties to wool. Recent studies have revealed that human hair exhibits the following characteristics in response to heating: (a) When exposed to heat ≤ 150°C, loosely bound and tightly bound water is lost from or evaporates from human hair. (b) When exposed to heat between 160°C and 175°C, human hair undergoes a glass transition. The hair begins to flow like high-temperature glass. At the glass transition temperature, the hair can undergo plastic deformation. Normally, hydrated hair can be elastically stretched and returned to its original length. Thus, normal hydrated hair exhibits temporary plasticity, which can result in curl-like styles and twists / tangles. However, when treated above the glass transition temperature, the plasticity of the hair is not temporary. When cooled, hair may retain its style, but the hair shaft is damaged.(c) When exposed to heat at 215°C to 235°C, keratin, which is naturally present in all hair as an alpha helix, melts, thereby permanently damaging the hair. It should be noted that hair styling is typically done using tools that exhibit operating temperatures above 150°C, imparting style to the hair beyond the glass transition. When using heat to style hair, the temperature required to exceed the glass transition temperature is proportional to the hair's hydration level. The higher the water content of the hair, the lower the temperature required to reach the hair's glass transition point. Therefore, it would be advantageous to maximize hair hydration during the heat-assisted styling process to minimize the level of undesirable damage to the hair.

[0003] One process for treating keratin fibers is described by Greaves et al. in WO2019043032. Greaves et al. disclose a process for treating keratin fibers, in particular human keratin fibers, in particular hair, comprising: (i) a step of coating the fibers with a) one or more monosaccharides having an amine group; (ii) a step of coating the fibers with b) one or more polysaccharides having an amine group; (ii') optionally a drying step; and (iii) then preferably a heat treatment step of 80°C or higher, in particular 100°C to 250°C, using a hair iron, wherein steps (i) and (ii) may be carried out simultaneously or sequentially, preferably steps (i) and (ii) are carried out simultaneously, and if present, the drying step (ii') precedes the heat treatment step and follows steps (i) and (ii).

[0004] Nevertheless, processes to reduce hair damage when hair is exposed to heat are still needed.

[0005] The present invention provides a process for reducing hair damage when hair is exposed to heat, comprising: providing a cosmetically acceptable aqueous carrier; selecting a thermal protectant, wherein the thermal protectant is selected based on its ability to provide thermal protection to hair from heat exposure, wherein the thermal protectant is selected to be a functionalized dextran polymer, wherein a portion selected from the group consisting of: (i) tertiary amine groups; (ii) quaternary ammonium groups; and (iii) combinations thereof; providing the selected thermal protectant; combining the cosmetically acceptable aqueous carrier and the thermal protectant to form an aqueous thermal protectant formulation, thereby providing hair; applying the aqueous thermal protectant formulation to the hair to obtain protected hair; providing a heat-generating hair care device; and using the heat-generating hair care device to expose the protected hair to a temperature of 50 to 300°C for 1 to 30 minutes.

[0006] The present invention relates to a process for reducing hair damage when hair is exposed to heat, providing a cosmetically acceptable aqueous carrier and selecting a thermal protectant, wherein the thermal protectant is selected based on its ability to provide thermal protection to the hair from heat exposure, and the thermal protectant is selected to be a functionalized dextran polymer, the following: (a) a tertiary amine group of formula A;

[0007] [ka] (b) Quaternary ammonium crosslinking group of formula B

[0008] [ka] (c) Quaternary ammonium group of formula C

[0009] [ka] (d) combinations thereof, Selecting a moiety selected from the group consisting of a functionalized dextran polymer, in the formula,

[0010] [Chemical formula] is a pendant oxygen on the dextran polymer, X is a divalent linking group that binds a tertiary amine group to the pendant oxygen, z is 0 or 1, and each R 2 and R 3 are independently selected from the group consisting of C 1~7 alkyl groups, and each R 4 is independently selected from substituted or unsubstituted C 1~6 alkyl groups, and each R 5 is independently selected from the group consisting of C 1~6 alkanediyl groups, Y is a divalent crosslinking group, the dextran polymer, A is a divalent linking group that binds a quaternary ammonium group to the pendant oxygen, and each R 9 is independently selected from the group consisting of C 1~22 alkyl groups, providing a selected heat protectant, and combining the aqueous carrier acceptable as the cosmetic and the heat protectant to form an aqueous heat protectant formulation, wherein the aqueous heat protectant formulation contains 0.1 to 5% by weight of the heat protectant based on the weight of the aqueous heat protectant formulation, forming, providing hair, applying the aqueous heat protectant formulation to the hair to obtain protected hair, providing a heat-generating hair care appliance, and using the heat-generating hair care appliance to expose the protected hair to a temperature of 50 to 300 ° C for 1 to 30 minutes.

Embodiments for Carrying Out the Invention

[0011] The inventors have, surprisingly, found hair treated with the aqueous thermal protective agent formulation of the present invention before exposure to heat, wherein the aqueous thermal protective agent formulation comprises a selected thermal protective agent, selected based on its ability to provide hair with thermal protection from heat exposure, wherein the thermal protective agent is selected to be a functionalized dextran polymer comprising a portion selected from the group consisting of: (i) tertiary amine groups; (ii) quaternary ammonium groups; and (iii) combinations thereof, wherein the treated hair exhibits at least one of a higher denaturation temperature than hair similarly exposed to heat but not coated with the aqueous protective agent formulation (as measured by differential scanning calorimetry) and a higher denaturation enthalpy than hair similarly exposed to heat but not coated with the aqueous protective agent formulation (as measured by differential scanning calorimetry).

[0012] Unless otherwise specified, ratios, percentages, and parts are expressed by weight.

[0013] 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.

[0014] As used herein and in the appended claims, the term “acceptable as a cosmetic” 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 intended as part of the present invention.

[0015] Preferably, the process for reducing hair (preferably mammalian hair, more preferably human hair) damage upon heat exposure of hair according to the present invention is to provide a cosmetically acceptable aqueous carrier and to select a thermal protectant, the thermal protectant being selected based on its ability to provide thermal protection to the hair from heat exposure, the thermal protectant being selected to be a functionalized dextran polymer, wherein a portion selected from the group consisting of: (i) tertiary amine groups; (ii) quaternary ammonium groups; and (iii) combinations thereof, is a functionalized dextran polymer. The means of including, selecting, providing selected thermal protectants, and combining the cosmetic-permissible aqueous carrier and the thermal protectant to form an aqueous thermal protectant formulation, (preferably, the aqueous thermal protectant formulation comprises 25 to 99.95% by weight (preferably 50 to 99.9% by weight, more preferably 75 to 99.5% by weight, most preferably 80 to 99.3% by weight) of a cosmetic-permissible aqueous carrier based on the weight of the aqueous thermal protectant formulation, and 0.1 to 5% by weight (preferably 0.15 to 2.5%) based on the weight of the aqueous thermal protectant formulation. The method involves providing hair with a heat protectant (containing a heat protectant in an amount of %) by weight, more preferably 0.2 to 2% by weight, most preferably 0.25 to 1.5% by weight), applying the aqueous heat protectant formulation to the hair to obtain protected hair (preferably applying 0.01 g to 5 g of the aqueous hair care formulation per 1 g of hair), optionally rinsing the hair with water (preferably rinsing the hair before applying the aqueous protectant formulation), and optionally drying the rinsed hair by at least one of wiping and pressing the hair with a towel to remove excess water. The process involves (preferably drying the hair by at least one of towel-drying and pressing it before applying the aqueous protective agent formulation to the hair to remove excess water), optionally combing and brushing the hair after applying the aqueous heat protective agent formulation (preferably combing and / or brushing the hair before, during, and / or after exposing the hair to heat from a heat-generating hair care device), and providing a heat-generating hair care device (e.g., a flat iron / curler).The hair is set in a curler and heated, and curled with a curling iron and hot roller (a hair styling device selected from the group consisting of at least one of a hair dryer, a hot air hair styling device, and a hair curler) and the protected hair is heated to a temperature of 50 to 300°C (preferably 80 to 280°C, more preferably 90 to 275°C, most preferably 100 to 250°C) for 1 to 30 minutes using a heat-generating hair care device (preferably, the heat-generating hair care device is selected from the group consisting of at least one of a hot air hair care device (e.g., a hair dryer, a hot air hair styling device) and a high-temperature surface hair care device (e.g., a hot curler, a flat iron, and a curling iron)). This includes exposure (for example, to dry or style the hair) (preferably providing a hot air hair care device and a high-temperature surface hair care device for 1 to 20 minutes to dry the hair, and then treating the hair with the high-temperature surface hair care device for 1 to 20 minutes to style the hair) (preferably, the hair coated with the aqueous protective agent formulation exhibits at least one of a higher denaturation temperature and a higher denaturation enthalpy than hair similarly exposed to heat but not coated with the aqueous protective agent formulation) (more preferably, the hair coated with the aqueous protective agent formulation exhibits a higher denaturation temperature and a higher denaturation enthalpy than hair similarly exposed to heat but not coated with the aqueous protective agent formulation).

[0016] Preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention comprises 25 to 99.95% by weight (preferably 50 to 99.9% by weight, more preferably 75 to 99.5% by weight, most preferably 80 to 99.3% by weight) of a cosmetically acceptable aqueous carrier, based on the weight of the aqueous thermal protective agent formulation. More preferably, the aqueous thermal protective agent formulation provided and used in the process of the present invention comprises 25 to 99.95% by weight (preferably 50 to 99.9% by weight, more preferably 75 to 99.5% by weight, most preferably 80 to 99.3% by weight) of a cosmetically acceptable aqueous carrier, based on the weight of the aqueous thermal protective agent formulation, wherein the cosmetically acceptable aqueous carrier includes water. Most preferably, the aqueous conditioner formulation of the present invention comprises 25 to 99.95% by weight (preferably 50 to 99.9% by weight, more preferably 75 to 99.5% by weight, more preferably 80 to 99.3% by weight) of a cosmetically acceptable aqueous carrier, based on the weight of the aqueous heat-protecting agent formulation, wherein the cosmetically acceptable carrier is water.

[0017] Preferably, the water used in the aqueous thermal protective agent formulation prepared and used in the process of the present invention is at least one of distilled water and deionized water. More preferably, the water used in the aqueous thermal protective agent formulation prepared and used in the process of the present invention is distilled and deionized.

[0018] Preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 2.5% by weight, more preferably 0.2 to 2% by weight, most preferably 0.25 to 1.5% by weight) of thermal protective agent based on the weight of the aqueous thermal protective agent formulation. More preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 2.5% by weight, more preferably 0.2 to 2% by weight, most preferably 0.25 to 1.5% by weight) of thermal protective agent based on the weight of the aqueous thermal protective agent formulation, wherein the thermal protective agent is selected to provide thermal protection to the hair from exposure to heat, and the thermal protective agent is selected to be a functionalized dextran polymer comprising a portion selected from the group consisting of: (i) tertiary amine groups; (ii) quaternary ammonium groups; and (iii) combinations thereof.

[0019] Preferably, the thermal protectant is selected to be a functionalized dextran polymer with a portion selected from the group consisting of (i) tertiary amine groups; (ii) quaternary ammonium groups; and (iii) combinations thereof, where the dextran 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 thermal protectant is selected to be a functionalized dextran polymer with a portion selected from the group consisting of (i) tertiary amine groups; (ii) quaternary ammonium groups; and (iii) combinations thereof, where the dextran 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 polymer is a branched-chain dextran polymer.More preferably, the thermal protectant is selected to be a functionalized dextran polymer with a portion selected from the group consisting of (i) tertiary amine groups; (ii) quaternary ammonium groups; and (iii) combinations thereof, where the dextran polymer has a concentration 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, more preferably 130,000 to 650,000 daltons, and most preferably 145,000 to 525,000 daltons). The dextran polymer has a weight-average molecular weight and includes a branched-chain dextran polymer, which includes a plurality of glucose structural units, 90 to 98 mol% (preferably 92.5 to 97.5 mol%, more preferably 93 to 97 mol%, most preferably 94 to 96 mol%) of the glucose structural units being 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 the glucose structural units being connected by α-1,3 bonds.Most preferably, the thermal protectant is selected to be a functionalized dextran polymer with a portion selected from the group consisting of (i) tertiary amine groups; (ii) quaternary ammonium groups; and (iii) combinations thereof, wherein the dextran 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). The dextran polymer is a branched-chain dextran polymer, which contains a plurality of glucose structural units, 90 to 98 mol% (preferably 92.5 to 97.5 mol%, more preferably 93 to 97 mol%, most preferably 94 to 96 mol%) of which are linked 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 which are linked by α-1,3 bonds, according to formula (i).

[0020] [ka] (In the formula, R 1 is hydrogen, C 1~4 Alkyl alkyl groups, and hydroxy C 1~4 The alkyl groups are selected and linked by α-1,3 bonds (with an average branching of 3 or fewer anhydrous glucose units from the dextran polymer backbone).

[0021] Preferably, the dextran polymer contains less than 0.01% by weight of alternanes, based on the weight of the dextran polymer. More preferably, the dextran polymer contains less than 0.001% by weight of alternanes, based on the weight of the dextran polymer. Most preferably, the dextran polymer contains alternanes below the detectable limit.

[0022] Preferably, the aqueous heat protectant formulation prepared and used in the process of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 2.5% by weight, more preferably 0.2 to 2% by weight, most preferably 0.25 to 1.5% by weight) of a heat protectant based on the weight of the aqueous heat protectant formulation, wherein the heat protectant is selected to provide heat protection to the hair from exposure to heat, and the heat protectant is: (a) a tertiary amine group of formula A;

[0023] [ka] (b) Quaternary ammonium crosslinking group of formula B

[0024] [ka] (c) Quaternary ammonium group of formula C

[0025] [ka] (d) a combination thereof, a portion selected from the group is selected to be a functionalized dextran polymer, in the formula,

[0026] [ka] X is a pendant oxygen on a dextran polymer, and X is a divalent linking group that attaches a trialkylammonium moiety to the pendant oxygen on a branched dextran polymer (preferably, X is selected from divalent hydrocarbon groups that can be optionally substituted (e.g., a hydroxyl group, an alkoxy group, an ether group, a cationic nitrogen group), and more preferably, X is -(CH2) y - is a group, y is 1 to 4 (preferably 1 to 3, more preferably 1 to 2, most preferably 2), most preferably X is a -CH2CH2- group), z is 0 or 1, R 2 and R3 C 1~7 Alkyl alkyl group (preferably C 1~3 A group independently selected from the group consisting of alkyl groups, more preferably methyl and ethyl groups, most preferably ethyl groups, or R 2 and R 3 This may form a saturated or unsaturated ring structure (preferably R 2 and R 3 The saturated or unsaturated ring structure containing N to which is bonded is selected from the group consisting of piperidine, piperazine, imidazole, and morpholine, and more preferably R 2 and R 3 A saturated or unsaturated ring structure containing N to which is bound is selected from the group consisting of imidazole and morpholine), each R 4 These are independently substituted or non-substituted C 1~6 Selected from alkyl groups (where "substitution" means that the group in question contains at least one of halogen, hydroxyl, amino, or carboxyl groups) (preferably, each R 4 Independently, non-substituted C 1~6 Selected from alkyl groups, more preferably each R 4 R is independently selected from the group consisting of methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group, sec-butyl group, pentyl group, isopentyl group, neopentyl group, hexyl group, and isohexyl group, and more preferably each R 4 R is independently selected from the group consisting of methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group, and sec-butyl group, and more preferably each R 4 R is independently selected from the group consisting of methyl, ethyl, propyl, and isopropyl groups, and more preferably each R 4 These are independently selected from the group consisting of methyl groups and ethyl groups, most preferably each R 4 ( is a methyl group), each R 5 Independently, C 1~6 Selected from the group consisting of alkanediyl groups (preferably each R 5Independently, C 1~4 Selected from the group consisting of alkanediyl groups, more preferably each R 5 Independently, C 1~2 Selected from the group consisting of alkanediyl groups, most preferably each R 5 (is a -CH2- group), and Y is a divalent crosslinking group (preferably Y is C 1~6 Alkanediyl group and -R 6 -OR 7 -A divalent crosslinking group selected from the group consisting of -R groups, more preferably Y is -R 6 -OR 7 - is a base, R 6 and R 7 Independently, C 1~6 Selected from the group consisting of alkanediyl groups (preferably, R 6 and R 7 Independently, C 1~4 Selected from the group consisting of alkanediyl groups, more preferably R 6 and R 7 Independently, C 1~3 Selected from the group consisting of alkanediyl groups, most preferably R 6 and R 7 Both are -CH2CH2- groups) (preferably R 6 and R 7 (These are the same), where A is a divalent linking group that bonds a quaternary ammonium moiety to a pendant oxygen on the dextran polymer (preferably, where A is selected from a divalent hydrocarbon group, the divalent hydrocarbon group may be optionally substituted (e.g., a hydroxyl group, an alkoxy group, or an ether group), more preferably A is -CH2CH(OR 8 )CH2- group, R 8 is hydrogen and C 1~4 Selected from the group consisting of alkyl groups; most preferably, A is a -CH2CH(OH)CH2- group, and each R 9 Independently, C 1~22Selected from the group consisting of alkyl groups. More preferably, the aqueous heat protectant formulation prepared and used in the process of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 2.5% by weight, more preferably 0.2 to 2% by weight, most preferably 0.25 to 1.5% by weight) of a heat protectant based on the weight of the aqueous heat protectant formulation, wherein the heat protectant is selected to provide heat protection to the hair from exposure to heat, and the heat protectant is selected to be a functionalized dextran polymer comprising a portion selected from the group consisting of: (a) a tertiary amine group of formula A; (b) a quaternary ammonium crosslinking group of formula B; (c) a quaternary ammonium group of formula C; and (d) a combination thereof, wherein the quaternary ammonium crosslinking group of formula B is the same as that of formula D.

[0027] [ka] In the formula, the quaternary ammonium group in formula C is the same as that in formula E.

[0028] [ka] During the ceremony,

[0029] [ka] This is the pendant oxygen on the dextran polymer, and each R 4 Independently, non-substituted C 1~6 Selected from alkyl groups (preferably each R) 4 Independently, non-substituted C 1~6 Selected from alkyl groups, more preferably each R 4 R is independently selected from the group consisting of methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group, sec-butyl group, pentyl group, isopentyl group, neopentyl group, hexyl group, and isohexyl group, and more preferably each R 4is independently selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, and a sec-butyl group, and more preferably, each R 4 is independently selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group, and even more preferably, each R 4 is independently selected from the group consisting of a methyl group and an ethyl group, and most preferably, each R 4 is a methyl group), each R 5 is independently selected from the group consisting of C 1~6 alkanediyl groups (preferably, each R 5 is a C 1~4 alkanediyl group, and more preferably, each R 5 is a C 1~2 alkanediyl group, and most preferably, each R 5 is a -CH2- group), R 6 and R 7 are independently selected from the group consisting of C 1~6 alkanediyl groups (preferably, R 6 and R 7 are independently selected from the group consisting of C 1~4 alkanediyl groups, and more preferably, R 6 and R 7 are independently selected from the group consisting of C 1~3 alkanediyl groups, and most preferably, a -CH2CH2- group) (preferably, R 6 and R 7 are the same), each R 8 is selected from the group consisting of hydrogen and C 1~4 alkyl groups (preferably, R 8 is hydrogen), each R 9 is independently selected from C 1~22- alkyl groups (preferably, C 6~22 alkyl groups, more preferably, C 6~18 alkyl groups, most preferably, C -8~16 alkyl groups) - selected from, each R 10The group is independently selected from the group consisting of methyl groups and ethyl groups (preferably methyl groups). Most preferably, the aqueous heat protectant formulation prepared and used in the process of the present invention comprises 0.1 to 5% by weight (preferably 0.15 to 2.5% by weight, more preferably 0.2 to 2% by weight, most preferably 0.25 to 1.5% by weight) of the heat protectant based on the weight of the aqueous heat protectant formulation, wherein the heat protectant is selected to provide heat protection to the hair from exposure to heat, and the heat protectant is selected to be a functionalized dextran polymer comprising a portion selected from the group consisting of: (a) a tertiary amine group of formula A; (b) a quaternary ammonium crosslinking group of formula B; (c) a quaternary ammonium group of formula E; and (d) a combination thereof, wherein the quaternary ammonium crosslinking group of formula B is selected from the group consisting of:

[0030] [ka]

[0031] Preferably, the thermal protectant has a Kjeldahl nitrogen content of 0.4 to 5.0% by weight (preferably 0.5 to 4.5% by weight, more preferably 0.5 to 4.0% by weight, most preferably 0.5 to 3.5% by weight), corrected for ash and volatile substances, TKN (measured using a Buchi KjelMaster K-375 automated analyzer as described in ASTM Method D-2364, corrected for volatile substances and ash).

[0032] Preferably, the thermal protectant contains less than 0.001 meg / gram (preferably less than 0.0001 meq / gram, more preferably less than 0.00001 meq / gram, most preferably less than the detection limit) of aldehyde functional groups.

[0033] Preferably, the thermal protectant 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 deposition aid polymer, and these links are β-1,4 links.

[0034] Preferably, the thermal protectant 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 deposition aid polymer, and these links are β-1,3 links.

[0035] Preferably, the thermal protectant comprises a silicone containing functional groups in a concentration 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).

[0036] Preferably, the aqueous heat-protective agent formulation prepared and used in the process of the present invention is selected from the group consisting of rinse-off hair treatments and leave-on hair treatments. More preferably, the aqueous heat-protective agent formulation prepared and used in the process of the present invention is a leave-on hair treatment.

[0037] Preferably, the aqueous heat protective agent formulation prepared and used in the process of the present invention may optionally contain a cosmetically acceptable cleansing surfactant, a thickener (e.g., polysaccharides, cellulose polymers), soap, a colorant, a pH adjuster, an antioxidant (e.g., butylated hydroxytoluene), or a skin emollient (polyoxyethylene glycol (C)). 7~20) Fatty acids, glycerol esters (e.g., PEG-7 glyceryl cocoate, PEG-30 glyceryl cocoate, PEG-12 glyceryl laurate, PEG-20 glyceryl oleate), waxes, foaming agents, emulsifiers (e.g., PEG-100 stearate and glyceryl stearate mixture), colorants, fragrances, chelating agents (e.g., disodium EDTA, tetrasodium EDTA, citric acid, lactic acid), antibacterial / preservatives (e.g., methylchloroisothiazolinone, phenoxyethanol, methylisothiazolinone, parabenzoic acid ester, diazolidinyl urea) The product further comprises at least one additional ingredient selected from the group consisting of imidazolidinyl urea, benzoic acid, sorbic acid, bleaching agents, lubricants, sensory modifiers, sunscreen additives, vitamins, proteins / amino acids, plant extracts, natural ingredients, bioactives, anti-degradation additives, pigments, acids, penetrating agents, antistatic agents, anti-frizzy agents, anti-dandruff agents, hair weaving / straightening agents, hair styling agents, hair oils, absorbents, hard particles, soft particles, conditioning agents (e.g., guar hydroxypropyltrimonium chloride, PQ-10, PQ-7), lubricants, opacifiers, pearlescent agents, and salts. More preferably, the aqueous heat-protective agent formulations prepared and used in the process of the present invention further optionally include at least one additional component selected from the group consisting of emulsifiers (e.g., a mixture of PEG-100 stearate and glyceryl stearate), antimicrobial agents / preservatives (e.g., methylchloroisothiazolinone, phenoxyethanol, methylisothiazolinone, esters of parabenzoic acid, diazolidinyl urea, and imidazolidinyl urea, benzoic acid, sorbic acid), thickeners (e.g., polysaccharides, cellulosic polymers), and chelating agents (e.g., disodium EDTA, tetrasodium EDTA, citric acid, lactic acid). Most preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention further optionally comprises at least one additional component selected from the group consisting of an emulsifier mixture with PEG-100 stearate and glyceryl stearate mixture, a hydroxyethyl cellulose polymer thickener, a cetearyl alcohol esterifying agent, tetrasodium ethylenediaminetetraacetic acid chelating agent, and a mixture of phenoxyethanol and methylisothiazolinone preservative.

[0038] Preferably, the aqueous heat protectant formulation prepared and used in the process of the present invention further optionally comprises an emulsifier. More preferably, the aqueous heat protectant formulation prepared and used in the process of the present invention further comprises 0.01 to 80% by weight (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) of an emulsifier based on the weight of the aqueous heat protectant formulation. Most preferably, the aqueous heat protectant formulation prepared and used in the process of the present invention further comprises 0.01 to 80% by weight (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) of an emulsifier compound based on the weight of the aqueous heat protectant 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.

[0039] Preferably, the aqueous heat-protecting agent formulation prepared and used in the process of the present invention further comprises a thickener, optionally. More preferably, the aqueous heat-protecting agent formulation prepared and used in the process of the present invention further comprises a thickener, which is preferably selected to increase the viscosity of the aqueous conditioner formulation without substantially altering other properties of the personal care composition. Even more preferably, the aqueous heat-protecting agent formulation prepared and used in the process of the present invention further comprises a thickener, which is preferably selected to increase the viscosity of the personal care composition without substantially altering other properties of the personal care composition, 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 aqueous heat-protecting agent formulation. Preferred thickeners include polysaccharides and cellulosic polymers. Preferably, the thickener is a hydroxyethylcellulose polymer.

[0040] Preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention further comprises an optional chelating agent. More preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention further comprises 0.001 to 0.75% by weight (preferably 0.03 to 0.25% by weight) of a chelating agent based on the weight of the aqueous thermal protective agent formulation, the chelating agent being selected from the group consisting of ethylenediaminetetraacetic acid (EDTA) disodium, EDTA tetrasodium, citric acid, lactic acid, and mixtures thereof. Most preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention further comprises 0.001 to 0.75% by weight (preferably 0.03 to 0.25% by weight) of a chelating agent based on the weight of the aqueous thermal protective agent formulation, the chelating agent being EDTA tetrasodium.

[0041] Preferably, the aqueous heat-protective agent formulation prepared and used in the process of the present invention further optionally comprises an antimicrobial agent / preservative. More preferably, the aqueous heat-protective agent formulation prepared and used in the process of the present invention further comprises 0.05 to 1.25% by weight (preferably 0.1 to 1% by weight, more preferably 0.25 to 0.75% by weight) of an antimicrobial agent / preservative based on the weight of the aqueous heat-protective agent formulation, the antimicrobial agent / preservative being selected from the group consisting of phenoxyethanol, benzoic acid, benzyl alcohol, sodium benzoate, DMDM ​​hydantoin, 2-ethylhexylglyceryl ether, isothiazolinone (e.g., methylchloroisothiazolinone, methylisothiazolinone), and mixtures thereof. Most preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention further comprises 0.05 to 1.25% by weight (preferably 0.1 to 1% by weight, more preferably 0.25 to 0.75% by weight) of an antimicrobial agent / preservative, based on the weight of the aqueous thermal protective agent formulation, wherein the antimicrobial agent / preservative is a mixture of phenoxyethanol and isothiazolinone (more preferably, the antimicrobial / preservative is a mixture of phenoxyethanol and methylisothiazolinone).

[0042] Preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention contains a monosaccharide having an amine group with a detection limit.

[0043] Preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention contains a sugar with a detection limit.

[0044] Preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention contains a detection limit of soy protein.

[0045] Preferably, the aqueous thermal protective agent formulation prepared and used in the process of the present invention contains hydrolyzed silk with a detection limit.

[0046] Preferably, in the process for reducing hair (preferably mammalian hair, more preferably human hair) damage upon heat exposure of hair according to the present invention, the provided heat-protective agent formulation, a cosmetically acceptable aqueous carrier, and any additional components are combined using known processing techniques to provide an aqueous heat-protective agent formulation. More preferably, in the process for reducing hair (preferably mammalian hair, more preferably human hair) damage upon exposure of hair to heat according to the present invention, a heat-protective agent formulation provided, a cosmetically acceptable aqueous carrier, and any additional components are combined using known processing techniques to provide a water-based heat-protective agent formulation, the water-based heat-protective agent formulation comprising 25 to 99.95% by weight (preferably 50 to 99.9% by weight, more preferably 75 to 99.5% by weight, most preferably 80 to 99.3% by weight) of a cosmetically acceptable aqueous carrier and 0.1 to 5% by weight (preferably 0.15 to 2.5% by weight, more preferably 0.2 to 2% by weight, most preferably 0.25 to 1.5% by weight) of a heat-protective agent, based on the weight of the water-based heat-protective agent formulation.

[0047] Preferably, in the process of the present invention for reducing hair (preferably mammalian hair, more preferably human hair) damage when hair is exposed to heat, the aqueous heat protectant formulation is applied to the hair using well-known techniques. More preferably, in the process of the present invention for reducing hair (preferably mammalian hair, more preferably human hair) damage when hair is exposed to heat, the aqueous heat protectant formulation is applied to the hair, with 0.01 g to 5 g of the aqueous heat protectant formulation applied per gram of hair.

[0048] Preferably, the process of reducing hair (preferably mammalian hair, more preferably human hair) damage when hair is exposed to heat according to the present invention includes providing a heat-generating hair care device. The heat-generating hair care device typically falls into one of two main categories: (1) preferably a heat-generating hair care device used for wet hair (e.g., a hair dryer), and (2) preferably a heat-generating hair care device used for dry hair (e.g., a flat iron / curling iron, a hat roller).

[0049] Heat-generating devices designed for and typically used on wet hair are sometimes called hot air hair care devices. Examples of hot air hair care devices include hair dryers and hot air hair styling devices. A typical hair dryer is designed to direct hot air onto hair to accelerate drying. In these hair dryers, the air is directed through a suitable orifice and accelerated by a fan. The air expelled by such a hair dryer may be heated, for example, through the use of a resistance heater. Hair dryers may incorporate a hood, which covers the main portion of the hair. Hair dryers typically operate by delivering hot air temperatures of 50-100°C. Hot air stylers typically direct hot air through attachments designed to comb or otherwise manipulate hair. Hot air styling devices can deliver hot air temperatures up to 130°C.

[0050] Heat-generating devices designed and typically used for drying hair are sometimes called high-temperature surface hair care devices. Examples of high-temperature surface hair care devices may be designed for curling and / or straightening hair. High-temperature surface hair care devices typically rely on resistance heating, where heat is transferred to the hair through direct contact with the device, rather than using hot air. Heat transfer is typically achieved by bringing the hair into contact with the metal or ceramic surface of the high-temperature surface hair care device. High-temperature surface hair care devices are not typically used to dry hair. Rather, high-temperature surface hair care devices are typically implemented to change the style of hair, such as to create curls or straighten hair. The surface of a high-temperature surface hair care device, designed to transfer heat to and from the hair, typically achieves temperatures of 130–300°C.

[0051] Preferably, the process for reducing hair (preferably mammalian hair, more preferably human hair) damage during heat exposure of hair according to the present invention includes exposing hair to heat at a temperature of 50 to 300°C (preferably 80 to 280°C, more preferably 90 to 275°C, most preferably 100 to 250°C) using a heat-generating hair care device (the heat-generating hair care device is selected from the group consisting of at least one of hot air hair care devices (e.g., hair dryers, hot air hair styling devices) and high-temperature surface hair care devices (e.g., hot curlers, flat irons, and curling irons)) (for example, to dry or style the hair). More preferably, the process for reducing hair (preferably mammalian hair, more preferably human hair) damage during heat exposure of hair according to the present invention comprises exposing hair to heat at a temperature of 50 to 300°C (preferably 80 to 280°C, more preferably 90 to 275°C, most preferably 100 to 250°C) for 1 to 40 minutes using a heat-generating hair care device (the heat-generating hair care device is selected from the group consisting of at least one of hot air hair care devices (e.g., hair dryers, hot air hair styling devices) and high-temperature surface hair care devices (e.g., hot curlers, flat irons, and curling irons)) (for example, to dry or style the hair). Most preferably, the process for reducing hair (preferably mammalian hair, more preferably human hair) damage during heat exposure of hair according to the present invention comprises exposing hair to heat at a temperature of 50 to 300°C (preferably 80 to 280°C, more preferably 90 to 275°C, most preferably 100 to 250°C) for 2 to 40 minutes using a heat-generating hair care device (the heat-generating hair care device is selected from the group consisting of at least one of hot air hair care devices (e.g., hair dryers, hot air hair styling devices) and high-temperature surface hair care devices (e.g., hot curlers, flat irons, and curling irons)) (for example, to dry or style the hair), exposing the hair to heat for 1 to 20 minutes using a hot air hair care device to dry the hair, and then exposing the hair to heat for 1 to 20 minutes using a high-temperature surface hair care device to style the hair.

[0052] Preferably, the process of the present invention for reducing hair (preferably mammalian hair, more preferably human hair) damage when hair is exposed to heat optionally further comprises rinsing the hair with water. More preferably, the process of the present invention for reducing hair (preferably mammalian hair, more preferably human hair) damage when hair is exposed to heat optionally further comprises rinsing the hair with water before applying the aqueous heat protectant formulation to the hair (preferably, the hair is rinsed with water for 30 seconds to 20 minutes (more preferably 30 seconds to 5 minutes)). Most preferably, the process of the present invention for reducing hair (preferably mammalian hair, more preferably human hair) damage upon exposure to heat further optionally comprises rinsing the hair with water before applying the aqueous heat protectant formulation to the hair (preferably, rinsing the hair with water for 30 seconds to 20 minutes (more preferably 30 seconds to 5 minutes)), and then drying the rinsed hair to remove excess water by at least one of towel-drying and pressing before applying the aqueous protectant formulation to the hair.

[0053] Preferably, the process of the present invention for reducing hair (preferably mammalian hair, more preferably human hair) damage upon heat exposure of hair optionally further comprises at least one of combing and brushing the hair. More preferably, the process of the present invention for reducing hair (preferably mammalian hair, more preferably human hair) damage upon heat exposure of hair optionally further comprises at least one of combing and brushing the hair after application of the aqueous heat protectant formulation (preferably combing and / or brushing the hair before, during, and / or after exposure of the hair to heat from a heat-generating hair care device).

[0054] Herein, several embodiments of the present invention will be described in detail by the following examples.

[0055] 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 loaded with dextran polymer (25.0 g; Aldrich, catalog no. D4876). 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-1-dimethyldodecylammonium chloride (39.3 g; QUAB® 342, available from SKW QUAB Chemicals) were loaded into the addition funnel. While stirring, the flask's headspace 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.

[0056] Under nitrogen, 11.0 g of a 25% sodium hydroxide aqueous solution was added dropwise to the contents of the flask over 2 minutes using a plastic syringe while stirring. After stirring for 1 hour under nitrogen purge, the contents of the addition funnel were added to the contents of the flask over 3 minutes. Next, the contents of the flask were stirred under nitrogen for 20 minutes, and then heat was applied to the mantle at a set temperature of 55°C. Then, the contents of the flask were heated under nitrogen while continuing to stir for 1.5 hours.

[0057] Next, while maintaining a positive nitrogen pressure inside the flask, the contents of the flask were cooled in a water bath. The contents of the flask were neutralized by adding 1.66 g of glacial acetic acid while continuing to stir under nitrogen for 10 minutes.

[0058] The product polymer was recovered by non-solvent precipitation in methanol, with approximately 1 L of methanol used for precipitation of the entire 25.0 g batch. The methanol was decanted, the polymer was placed in a dish, and vacuum-dried overnight at 50°C. The dried polymer was manually ground using a mortar and pestle and screened through a US Standard #30 sieve.

[0059] The resulting polymer was obtained as a white solid (27.2 g), with a volatile matter content of 5.13%, an ash content (as sodium chloride) of 0.56%, a Kjeldahl nitrogen content (corrected for ash and volatile matter) of 1.329%, and a correspondence value of 0.134 for cationic substitution (CS).

[0060] Synthesis S2: Synthesis of dextran crosslinking agent Bis[2-(N,N-dimethylamino)ethyl] ether (10.84 g) and water (23.12 g) were mixed together in a container. The pH of the contents of the container was adjusted to 8.5 with concentrated hydrochloric acid. 99.9% epichlorohydrin (20.84 g) was added to the container over 60 minutes while maintaining the setpoint temperature of the contents at 25°C. After maintaining the setpoint temperature of the contents at 25°C for another 2 hours, the setpoint temperature was raised to 50°C and maintained at that temperature for 2 hours. Next, the pH of the contents of the container was lowered to less than 2.0 with concentrated hydrochloric acid, the setpoint temperature was raised to 70°C and maintained at that temperature for 1 hour. Then, the contents of the container were cooled. Once the temperature of the contents of the container fell below 50°C, the pH of the contents was adjusted to 4-6 with a 50% sodium hydroxide solution. Next, the contents of the container were extracted seven times with methylene chloride (1 volume:1 volume), and then the residual methylene chloride was removed by the conventional method. The recovered material contained 39.4% by weight of product solids. The product solids were then removed. 13 The product was analyzed via 13C NMR,

[0061] [ka] It was confirmed to be N,N'-(oxybis(ethane-2,1-diyl))bis(3-chloro-2-hydroxy-N,N-dimethylpropane-1-aminium)chloride.

[0062] Synthesis S3: Synthesis of crosslinked 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 charged with dextran (23.23 g; Aldrich product number D4876) and deionized water (120 g). 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, a 50% sodium hydroxide aqueous solution (14.9 g) was added to the contents of the flask over several minutes while stirring under nitrogen. The contents of the flask were then stirred under nitrogen for 30 minutes. Next, a 47% aqueous solution (74.45 g) of the dextran crosslinking agent prepared according to synthesis S2 was added to the contents of the flask and stirred for 5 minutes before heating. Then, the contents of the flask were heated using a heating mantle controlled with a J-KEM controller set to 55°C. The contents of the flask were heated to 55°C and maintained at that temperature for 90 minutes. Then, the contents of the flask were cooled to room temperature while maintaining a positive nitrogen pressure inside the flask. Once the contents of the flask reached room temperature, the contents of the flask were neutralized by adding glacial acetic acid (3.0 g) and stirred for 10 minutes. Then, the contents of the flask were diluted and transferred without purification for use, and the content of the diluted product solids was 11.1% by weight. Aliquots of the solution were precipitated from methanol and dried under vacuum at 50°C. The total Kjeldahl nitrogen content (TKN) of the dried precipitate was measured at 2.72% by weight using a Buchi KjelMaster K-375 automated analyzer.

[0063] Synthesis S4: Synthesis of cationic dextran polymers A 500 mL four-necked round-bottom flask, equipped with a rubber seal cap, a nitrogen inlet, a pressure equalization funnel, a stirring paddle and motor, a subsurface thermocouple connected to a J-KEM control device, and a Friedrich condenser connected to a mineral oil bubbler, was filled with dextran 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.

[0064] 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.

[0065] 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.

[0066] The product 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%, and a Kjeldahl nitrogen content of 1.079%. It was measured using a Buchi KjelMaster K-375 automated analyzer (corrected for ash and volatile matter) with a CS correspondence value of 0.163.

[0067] 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 charged with dextran polymer (29.42 g; Aldrich, catalog no. D4876); deionized water (100.69 g); N,N-dimethylhexadecylamine (17.10 g); and epichlorohydrin (5.83 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.

[0068] After purging with nitrogen for 1 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 viscosity of the contents of the flask increased significantly as the reaction progressed.

[0069] 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 methanol, 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 methanol, 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.

[0070] The product polymer was obtained as a white solid (21.66 g), with a volatile matter content of 2.91%, an ash content (as sodium chloride) of 0.20%, and a Kjeldahl nitrogen content (corrected for ash and volatile matter) of 0.543%, measured using a Buchi KjelMaster K-375 automated analyzer with a correspondence value of 0.073 to CS.

[0071] Comparative Examples C1-C7 and Examples 1-5: Thermal Protection Heat damage procedure Hair bundles (2g of medium brown unprocessed hair available from International Hair Importers) were moistened in 40°C distilled water for 30 seconds, then massaged with a 9% by weight sodium laureth sulfate (SLE) solution (0.2g / g hair), rinsed with running water at 0.4L / min for 60 seconds, and detangled with a brush. The hair bundles were then treated by applying and massaging the protective agent aqueous solution (if present) listed in Table 1 into the bundles for 1 minute at a rate of 0.15g / g or hair application rate. The bundles were air-dried at room temperature (25°C) and 50% relative humidity for at least 12 hours prior to heat treatment. A flat iron (Sexy Hair Smooth Lock Pro Ceramic Flat Iron) was preheated to 232°C prior to heat treatment of the hair bundles. The bundles were then treated with the flat iron 10 times, from root to tip, for 10 seconds each time. The process of washing the hair bundles, treating them with a 1% by weight aqueous solution of a protective agent, and then heat-treating them was repeated three times for each bundle, after which performance evaluation was performed. After the third heat treatment cycle, before conducting the following DSC study, the bundles were washed with a 9% by weight SLS solution (0.2 g / g hair) for 30 seconds, rinsed with water for 60 seconds, and dried overnight at 25°C and 50% relative humidity.

[0072] [Table 1]

[0073] DSC research Samples were prepared from hair bundles processed according to each of Comparative Examples C1-C7 and Examples 1-5 by isolating at least two different locks of hair from each bundle and trimming them into small pieces (<2 mm in length) using clippers. The entire length of the selected hair locks was cut off and randomly distributed on weighing paper to average any differences in hair properties along the length of the bundle. Then, using tweezers, 10 mg of sample was taken from each pile of the small hair pieces. The samples were placed in separate 40 μL stainless steel pans (Perkin-Elmer part number 0319-2018) and distributed uniformly to the bottom of the pans. 30 μL of deionized water was added to each pan using a pipette to plasticize the cuticle and lower the hair denaturation temperature to below the decomposition temperature. The pans were then pressed and sealed with Viton O-rings and stainless steel lids, and the total starting mass was weighed. The sealed pans were left to stand at 25°C for 12 hours to equilibrate the hair samples at hydration levels. Next, the hair samples were analyzed using a differential scanning calorimeter (DSC) paired with a refrigerated cooling system (RCS90) unit. The hair samples were equilibrated at 40°C and then analyzed by heating the samples to 200°C at a temperature gradient rate of 10°C per minute. During the analysis, the bubble flow rate was 25 mL of nitrogen per minute. Both the denaturation temperature and denaturation enthalpy were determined using instrument software (TRIOS). The denaturation temperature was determined when the denaturation enthalpy was determined by integrating the endothermic transition peak temperature and the endothermic transition. The peak temperatures in terms of the DSC curve are reported in Table 2. The denaturation enthalpy for the hair samples is also reported in Table 2.

[0074] [Table 2]

Claims

1. A process for reducing damage to hair when hair is exposed to heat, To provide an aqueous carrier that is acceptable as a cosmetic, The selection of a heat protectant, wherein the heat protectant is selected based on its ability to provide heat protection to the hair from heat exposure, and the heat protectant is selected to be a functionalized dextran polymer. To provide the selected thermal protective agent, A combination of the aforementioned aqueous carrier, which is acceptable as a cosmetic, and the aforementioned heat protectant, to form an aqueous heat protectant formulation. To provide hair, The aqueous heat-protective agent mixture is applied to the hair to obtain protected hair. To provide a heat-generating hair care device, and Using the aforementioned heat-generating hair care device, expose the protected hair to a temperature of 50 to 300°C for 1 to 30 minutes. Includes, The functionalized dextran polymer (a) Equation A: 【Chemistry 1】 The tertiary amine group; (b) Formula D: 【Chemistry 2】 Quaternary ammonium crosslinking group; (c) Formula E: 【Transformation 3】 The quaternary ammonium group; and (d) combinations of those; It comprises a dextran polymer functionalized with a portion selected from the group consisting of, During the ceremony 【Chemistry 4】 This is a pendant oxygen on a dextran polymer, X is a divalent linking group that bonds the tertiary amine group to the pendent oxygen, z is either 0 or 1, Each R2 and R3 is independently selected from the group consisting of C1-7 alkyl groups. Each R4 is independently selected from substituted or unsubstituted C1-6 alkyl groups. Each R5 is independently selected from the group consisting of C1-6 alkanediyl groups. R6 and R7 are independently selected from the group consisting of C1-6 alkanediyl groups. Each R8 is selected from the group consisting of hydrogen and C1-C4 alkyl groups. Each R9 is independently selected from C6-22 alkyl groups. Each R 10 is independently selected from the group consisting of methyl groups and ethyl groups in the process.

2. The process according to claim 1, wherein the formed aqueous thermal protective agent formulation contains 0.1 to 5% by weight of the thermal protective agent based on the weight of the aqueous thermal protective agent formulation.

3. The process according to claim 2, wherein the protected hair to which the aqueous protective agent formulation is applied exhibits a higher denaturation temperature than hair that is similarly exposed to heat but is not to which the aqueous protective agent formulation is applied.

4. The process according to claim 3, wherein the protected hair to which the aqueous protective agent formulation is applied exhibits a higher denatured enthalpy than hair that is similarly exposed to heat but not to which the aqueous protective agent formulation is applied.

5. The process according to claim 4, further comprising rinsing the hair with water before applying the aqueous heat-protecting agent formulation to the hair.

6. The process according to claim 5, further comprising drying the rinsed hair to remove excess water by at least one of wiping and pressing the hair with a towel before applying the aqueous heat-protecting agent formulation to the hair.

7. The process according to claim 6, further comprising at least one of combing and brushing the protected hair after applying the aqueous heat-protecting agent formulation.

8. The process according to claim 7, wherein the aqueous protective agent formulation applied to the hair further comprises a thickening agent.

9. The process according to claim 7, wherein the aqueous protective agent formulation further comprises an additive selected from the group consisting of thickeners, chelating agents, preservatives, emollients, cosmetically acceptable cleansing surfactants, and mixtures thereof.

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