A long-lasting polyol hair care ingredient molecule, its preparation and application

By using polyol-based hair care ingredients that form covalent bonds with free thiol groups in hair, the problem of short retention time in existing technologies has been solved, achieving long-lasting moisturizing and improved mechanical properties.

CN116947642BActive Publication Date: 2026-03-13JIANGNAN UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-07-24
Publication Date
2026-03-13

AI Technical Summary

Technical Problem

Existing polyol-based hair care ingredients reside inside the hair through intermolecular hydrogen bonds or electrostatic adsorption. They are easily lost due to external environmental factors, resulting in a short residence time and failing to effectively improve long-lasting hair care effects.

Method used

Polyol-based hair care ingredients form covalent bonds with the free thiol groups in damaged hair. They utilize the conjugated double bond structure generated by the acidification reaction of polyhydroxy compounds and organic acids to react with the thiol groups in the hair, forming a strong bond and increasing the retention time.

Benefits of technology

It achieves long-term retention of polyol hair care ingredients on the hair, enhances moisturizing and mechanical properties, and can maintain hair care effects even after multiple washes.

✦ Generated by Eureka AI based on patent content.

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Abstract

This invention discloses a long-lasting polyol-based hair care ingredient molecule, its preparation, and its application. The polyol-based hair care ingredient molecule of this invention is obtained by esterification of a polyhydroxy compound with an organic acid; the polyhydroxy compound refers to a compound with ≥3 hydroxyl groups; the organic acid is an organic acid containing α,β-carbon-carbon double bonds. This invention prepares the polyol-based hair care ingredient molecule and achieves a click reaction between the α-carbonyl carbon-carbon double bond group of the hair care ingredient molecule and the thiol groups in damaged hair, thereby achieving the binding of the ingredient molecule with the thiol groups inside the damaged hair. This allows the polyol molecule to be chemically bonded to the hair surface, imparting a moisturizing and water-locking effect to the hair, and exhibiting the characteristics and advantages of long-lasting retention, maintaining its moisturizing effect even after multiple washes.
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Description

Technical Field

[0001] This invention belongs to the field of hair care product technology, and in particular relates to a long-lasting polyol hair care raw material molecule and its preparation and application. Background Technology

[0002] Nowadays, people's demand for hair care is increasing, and the frequency of excessive washing, perming, dyeing and styling of hair is increasing. In addition, environmental stress such as photoaging can also easily cause hair damage. These factors often lead to the degradation of hair lipids, the breakage of disulfide bonds and damage to keratin structure, which in turn leads to a decrease in the hair's ability to retain water and a deterioration in mechanical properties, resulting in problems such as dry hair and easy breakage.

[0003] To address these issues, researchers have developed various moisturizing ingredients, including polyols and peptides. These ingredients possess good moisturizing properties and can regulate the moisture retention within the hair, thus giving it a smooth and shiny appearance. However, the ingredients used in these methods reside within the hair through intermolecular hydrogen bonding or electrostatic adsorption. These weak interactions are highly susceptible to external environmental factors and are easily lost during daily shampooing and conditioning. Therefore, developing functional molecules that are linked by strong interactions to extend their retention time has become a research hotspot.

[0004] One of the most significant characteristics of hair damage caused by reducing conditions such as perming and dyeing is the presence of a certain amount of free thiol groups, which are generated instantly during the hair damage process. By modifying the molecular structure, hair moisturizers can be endowed with reactive groups, which can then connect with the free thiol groups in the hair through a click reaction, thereby achieving long-term retention on the hair strand. Summary of the Invention

[0005] To address the shortcomings of existing technologies, this invention provides a long-lasting polyol-based hair care ingredient molecule, its preparation, and its application. The hair care ingredient molecule proposed in this invention can form a strong bond with hair by forming covalent bonds with free thiol groups in damaged hair. The polyol derivatives proposed in this invention exhibit good reactivity; 1 mol of this molecule can connect with at least 1 mol of thiol groups. The newly formed CS bonds effectively solve the problem of short residence time of hydrogen-bonded hair care molecules, thereby significantly improving the efficacy of functional ingredients in long-lasting hair care. Tests have shown that the synthesized molecules retain moisturizing effects and repair damaged hair even after multiple washes.

[0006] The technical solution of the present invention is as follows:

[0007] One object of the present invention is to protect a long-lasting polyol hair care ingredient molecule, wherein the polyol hair care ingredient molecule is obtained by esterification reaction of a polyhydroxy compound and an organic acid; wherein the polyhydroxy compound refers to a compound with ≥3 hydroxyl groups; and wherein the organic acid is an organic acid containing α,β-carbon-carbon double bonds.

[0008] Furthermore, the organic acid containing α,β-carbon-carbon double bonds includes one or more of maleic acid, fumaric acid, acrylic acid, methacrylic acid, ethylacrylic acid, 2-butenoic acid, 2-pentenoic acid, and 2-hexenoic acid; the compound containing polyhydroxyl groups includes one or more of sorbitol, maltitol, glucosyl alcohol, polyethylene glycol, polyglycerol, panthenol, and glycerol.

[0009] Furthermore, the polyol-based hair care ingredients include panthenol fumarate, sorbitol fumarate, glyceryl fumarate, maltitol fumarate, polyglyceryl fumarate, panthenol maleate, sorbitol maleate, glyceryl maleate, maltitol maleate, polyglyceryl maleate, panthenol acrylate, sorbitol acrylate, glyceryl acrylate, maltitol acrylate, polyglyceryl acrylate, panthenol methacrylate, sorbitol methacrylate, glyceryl methacrylate, maltitol methacrylate, polyglyceryl methacrylate, panthenol ethyl acrylate, etc. The following are one or more of the following: sorbitol ethyl acrylate, glyceryl ethyl acrylate, maltitol ethyl acrylate, polyglycerol ethyl acrylate, panthenol 2-butenoate, sorbitol 2-butenoate, glyceryl 2-butenoate, maltitol 2-butenoate, polyglycerol 2-butenoate, panthenol 2-pentenoate, sorbitol 2-pentenoate, glyceryl 2-pentenoate, maltitol 2-pentenoate, polyglycerol 2-pentenoate, panthenol 2-hexenoate, sorbitol 2-hexenoate, glyceryl 2-hexenoate, maltitol 2-hexenoate, and polyglycerol 2-hexenoate.

[0010] Further, the panthenol fumarate, sorbitan fumarate, glyceryl fumarate, maltitol fumarate, polyglyceryl fumarate, panthenol maleate, sorbitan maleate, glyceryl maleate, maltitol maleate, polyglyceryl maleate, panthenol acrylate, sorbitan acrylate, glyceryl acrylate, maltitol acrylate, polyglyceryl acrylate, panthenol methacrylate, sorbitan methacrylate, glyceryl methacrylate, maltitol methacrylate, polyglyceryl methacrylate, panthenol ethyl acrylate, sorbitan ethyl acrylate The structural formulas of the following esters are as follows: 1-butenoate, 2-glycerol ethyl acrylate, 2-maltitol ethyl acrylate, 2-polyglycerol ethyl acrylate, 2-panthenol 2-pentenoate, 2-sorbitol 2-pentenoate, 2-glycerol 2-pentenoate, 2-maltitol 2-pentenoate, 2-polyglycerol 2-pentenoate, 2-panthenol 2-hexenoate, 2-sorbitol 2-hexenoate, 2-glycerol 2-hexenoate, 2-maltitol 2-hexenoate, and 2-polyglycerol 2-hexenoate.

[0011]

[0012]

[0013] Where n≥1.

[0014] The present invention also protects a method for preparing the polyol hair care raw material molecule, wherein the preparation method comprises: mixing a compound containing multiple hydroxyl groups, an organic acid containing α,β-carbon-carbon double bonds and a solvent, stirring and reacting, evaporating the solvent to obtain the polyol hair care raw material molecule.

[0015] Furthermore, the molar ratio of the organic acid containing α,β-carbon-carbon double bonds to the compound containing polyhydroxyl groups is 2.5:1 to 1:1; the preferred molar ratio is 2.5:1 to 2:1; and the most preferred molar ratio is 2.15:1.

[0016] Further, the solvent is acetone; a mixture of a compound containing multiple hydroxyl groups and an organic acid containing α,β-carbon-carbon double bonds is defined as a reactant, the mass ratio of the reactant to acetone is 0.1-0.5:1, the mass ratio of the reactant to acetone is 0.2-0.4:1; the most preferred mass concentration of the reactant to acetone is 0.25:1.

[0017] Furthermore, the reaction temperature is 20-80℃, and the time is 6-12h; the reaction temperature is preferably 40-60℃.

[0018] Another object of the present invention is to protect a method for hair repair using the polyol-based hair care ingredient molecules, the method comprising the following steps:

[0019] (1) Add water to the polyol hair care raw material molecules to make an aqueous solution, and adjust the pH with an acid-base regulator;

[0020] (2) Soak the hair in the solution after adjusting the pH in step (1) and let it stand to achieve hair repair.

[0021] Furthermore, the mass fraction of polyol hair care raw material molecules in the aqueous solution is 0.1%-5%, preferably 0.5%.

[0022] Furthermore, the pH value is 5-8, preferably 7.0; the settling temperature is 25-50℃, and the settling time is 5-15 min; the settling temperature is preferably 40℃.

[0023] The beneficial technical effects of this invention are as follows:

[0024] This invention obtains raw material molecules with conjugated double bond structures by esterification of polyhydroxy compounds with organic acids containing α,β-carbon double bonds, and applies them to the field of hair care products.

[0025] This invention utilizes the click reaction between the α,β-carbon-carbon double bond groups of the raw material molecules with the thiol groups in damaged hair to achieve the binding of the raw material molecules with the thiol groups inside the damaged hair. By protecting the thiol groups, the free thiol groups and their further oxidation are reduced, thereby enhancing the hair's ability to resist external oxidative stress.

[0026] Simultaneously, the raw material molecules are covalently linked to hair keratin. In this invention, 1 mol of a molecule can be linked to 1 mol of thiol groups. The newly generated CS bonds effectively solve the problem of short residence time caused by hydrogen bonding of functional molecules, thus significantly improving the long-lasting hair care efficacy of functional raw materials.

[0027] Furthermore, due to the introduction of polyhydroxy compounds, a hydrogen bond network is formed with hair keratin, which locks in water through multiple hydroxyl groups, thus playing a good role in regulating the moisturizing properties of hair and repairing damaged hair. Attached Figure Description

[0028] Figure 1 This is the liquid phase spectrum of the reaction product in Example 1 of the present invention, which has high purity even without purification.

[0029] Figure 2 The structural features of the product molecule in Example 1 of this invention 1 H-NMR spectrum.

[0030] Figure 3 The reaction equation is shown in Example 2 of this invention.

[0031] Figure 4 The structural characteristics of the product molecule in Example 2 of this invention 1 H-NMR spectrum.

[0032] Figure 5 The structural characteristics of the product molecule in Example 3 of this invention 1 H-NMR spectrum.

[0033] Figure 6 The structural characteristics of the product molecule in Example 4 of this invention 1 H-NMR simulated spectrum.

[0034] Figure 7 The structural characteristics of the product molecule in Example 5 of this invention 1 H-NMR simulated spectrum.

[0035] Figure 8 The structural features of the product molecule in Example 6 of this invention 1 H-NMR simulated spectrum. Detailed Implementation

[0036] The present invention will now be described in detail with reference to the accompanying drawings and embodiments.

[0037] The polyol hair care raw material molecules of the present invention are obtained by esterification reaction of polyhydroxy compounds and organic acids; the polyhydroxy compounds refer to those with ≥3 hydroxyl groups; the organic acids are organic acids containing α,β-carbon-carbon double bonds.

[0038] In one embodiment of the present invention, the organic acid containing α,β-carbon-carbon double bonds includes one or more of maleic acid, fumaric acid, acrylic acid, methacrylic acid, ethylacrylic acid, 2-butenoic acid, 2-pentenoic acid, and 2-hexenoic acid; the compound containing polyhydroxyl groups includes one or more of sorbitol, maltitol, glucosyl alcohol, polyethylene glycol, polyglycerol, panthenol, and glycerol.

[0039] In one embodiment of the present invention, the polyol-based hair care ingredient molecules include panthenol fumarate, sorbitol fumarate, glyceryl fumarate, maltitol fumarate, polyglyceryl fumarate, panthenol maleate, sorbitol maleate, glyceryl maleate, maltitol maleate, polyglyceryl maleate, panthenol acrylate, sorbitol acrylate, glyceryl acrylate, maltitol acrylate, polyglyceryl acrylate, panthenol methacrylate, sorbitol methacrylate, glyceryl methacrylate, maltitol methacrylate, polyglyceryl methacrylate, and panthenol. Ethyl acrylate, sorbitol ethyl acrylate, glyceryl ethyl acrylate, maltitol ethyl acrylate, polyglycerol ethyl acrylate, panthenol 2-butenoate, sorbitol 2-butenoate, glyceryl 2-butenoate, maltitol 2-butenoate, polyglycerol 2-butenoate, panthenol 2-pentenoate, sorbitol 2-pentenoate, glyceryl 2-pentenoate, maltitol 2-pentenoate, polyglycerol 2-pentenoate, panthenol 2-hexenoate, sorbitol 2-hexenoate, glyceryl 2-hexenoate, maltitol 2-hexenoate, or polyglycerol 2-hexenoate.

[0040] The preparation method of the polyol hair care raw material molecules of the present invention is as follows: a compound containing multiple hydroxyl groups, an organic acid containing α,β-carbon-carbon double bonds and a solvent are mixed, stirred and reacted, and the solvent is evaporated to obtain polyol hair care raw material molecules.

[0041] In one embodiment of the present invention, the unit molar ratio of the organic acid containing α,β-carbon-carbon double bonds to the compound containing polyhydroxyl groups is 2.5:1, 2:1, 2.15:1, 1.75:1, 1.5:1, 1.2:1 or 1:1.

[0042] In one embodiment of the present invention, the solvent is acetone; a mixture of a compound containing multiple hydroxyl groups and an organic acid containing α,β-carbon-carbon double bonds is defined as a reactant, and the mass ratio of the reactant to acetone is 0.1:1, 0.2:1, 0.4:1, 0.3:1, 0.25:1 or 0.5:1.

[0043] In one embodiment of the present invention, the reaction temperature is 20°C, 40°C, 60°C or 80°C, and the time is 6h, 8h, 10h, 11h or 12h.

[0044] The method for hair repair using polyol-based hair care ingredients according to the present invention includes the following steps:

[0045] (1) Add water to the polyol hair care raw material molecules to make an aqueous solution, and adjust the pH with an acid-base regulator;

[0046] (2) Soak the hair in the solution after adjusting the pH in step (1) and let it stand to achieve hair repair.

[0047] In one embodiment of the present invention, the mass fraction of polyol hair care raw material molecules in the aqueous solution is 0.1%, 0.5%, 1%, 2%, 4%, or 5%.

[0048] In one embodiment of the present invention, the pH value is 5, 6, 7 or 8; the settling temperature is 25°C, 30°C, 40°C or 50°C, and the settling time is 5 min, 8 min, 10 min, 12 min or 15 min; the settling temperature is preferably 40°C.

[0049] The present invention will be further described below through specific embodiments and other means.

[0050] Example 1

[0051] The synthetic route for synthesizing panthenol fumarate using panthenol and fumaric acid as starting materials is as follows:

[0052]

[0053] The specific preparation method is as follows:

[0054] The reactants fumaric acid and panthenol were accurately weighed using a balance, and acetone was selected as the reaction solvent. Both were added to a three-necked flask and reacted at 60°C under a vacuum of 0.07 MPa for 6 hours with stirring. After the reaction was complete, the solvent was evaporated to obtain the product molecule, panthenol fumarate (due to the excess organic acid and vacuum dehydration, the conversion rate of the polyol was very high, and the product yield was nearly 100%, therefore no purification or separation was required). Other conditions are shown in Table 1. Structural characteristics of the product molecule. 1 H-NMR spectrum as shown Figure 2 As shown.

[0055] Examples 2-8

[0056] Examples 2-8 were used to prepare sorbitan maleate, panthenol acrylate, sorbitan methacrylate, glyceryl fumarate, diglyceryl maleate, glyceryl fumarate, and diglyceryl maleate, respectively. Specific raw materials and conditions are shown in Table 1. Structural characteristics of the products from Examples 2-3. 1 H-NMR spectrum as shown Figure 4-5 As shown. Figure 6-8 The simulated spectra of the product molecules in Examples 4-6 are shown in sequence. As can be seen from Examples 1-2 and the preliminary experiments, the simulated spectra are the same as the actual measured spectra for the products of this application.

[0057] Comparative Examples 1-9

[0058] Comparative Examples 1-9 were prepared using the raw materials and parameters described in Table 1, with specific conditions shown in Table 1.

[0059] Table 1. Raw materials and test conditions for the examples and comparative examples.

[0060]

[0061]

[0062] The yield in the above reaction is defined as the conversion rate of the polyol, which is specifically determined by liquid chromatography to detect the content of unreacted polyols.

[0063] Yield (%) = (Polyol feed amount - Unreacted polyol amount) * 100% / Polyol feed amount. As can be seen from Table 1, Examples 1-8 all achieved very high yields, and Comparative Example 1 also had a relatively high yield. However, the organic acid used in Comparative Example 1 did not meet the requirements of this invention, as it did not contain unsaturated bonds, and therefore could not play a moisturizing role in subsequent applications. In Comparative Example 2, insufficient organic acid feed resulted in a low product yield; in Comparative Example 3, excessive organic acid feed resulted in a high yield, but excessive hydroxyl group reaction affected the subsequent moisturizing effect. In Comparative Example 4, the reactant concentration was too low, resulting in a relatively low yield; in Comparative Example 5, the reactant concentration was too high, resulting in a very high viscosity of the reaction system, preventing the reaction from proceeding. In Comparative Example 6, insufficient reaction time resulted in a low yield; in Comparative Example 7, insufficient reaction temperature resulted in a low reaction yield.

[0064] Application example:

[0065] The product solutions from the examples and comparative cases were used to treat hair to test their hair care effects, specifically including the application examples described below:

[0066] Application Example 1 (using panthenol fumarate prepared in Example 1):

[0067] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0068] (1) Prepare panthenol fumarate according to the method of Example 1;

[0069] (2) Weigh 0.5g of panthenol fumarate and 99.5g of deionized water, stir to dissolve, add triethanolamine to adjust pH=7.0, and obtain 0.5wt% hair care raw material solution;

[0070] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0071] Application Example 2: (Same as Application Example 1, except that the pH is changed from 7 to 8 in Application Example 1)

[0072] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0073] (1) Prepare panthenol fumarate according to the method of Example 1;

[0074] (2) Weigh 0.5g of panthenol fumarate and 99.5g of deionized water, stir to dissolve, add sodium hydroxide to adjust pH=8.0, and obtain 0.5wt% hair care raw material solution;

[0075] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0076] Application Example 3: (Same as Application Example 1, except that the amount of hair care ingredient added in Application Example 1 is changed to 1 wt%)

[0077] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0078] (1) Prepare panthenol fumarate according to the method of Example 1;

[0079] (2) Weigh 1g of panthenol fumarate and 99g of deionized water, stir to dissolve, add sodium hydroxide to adjust pH=7.0, and obtain 1wt% hair care raw material solution;

[0080] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0081] Application Example 4:

[0082] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0083] (1) Sorbitol maleate was prepared according to the method of Example 2;

[0084] (2) Weigh 0.5g of sorbitol maleate and 99.5g of deionized water, stir to dissolve, add sodium hydroxide to adjust pH=7.0, and obtain 0.5wt% hair care raw material solution;

[0085] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0086] Application Example 5:

[0087] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0088] (1) Prepare panthenol acrylate according to the method of Example 3;

[0089] (2) Weigh 0.5g of panthenol acrylate and 99.5g of deionized water, stir to dissolve, add sodium hydroxide to adjust pH=7.0, and obtain 0.5wt% hair care raw material solution;

[0090] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0091] Application Comparative Example 1:

[0092] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0093] (1) Weigh 0.5g panthenol and 99.5g deionized water, stir to dissolve, pH is about 7.0, to obtain 0.5wt% hair care raw material solution;

[0094] (2) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0095] Application Comparative Example 2:

[0096] Hair repair using hair care ingredients is performed as follows:

[0097] (1) Weigh 0.5g fumaric acid and 99.5g deionized water, stir to dissolve, add triethanolamine to adjust pH=7.0, and obtain 0.5wt% hair care raw material solution;

[0098] (2) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0099] Application Comparative Example 3:

[0100] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0101] (1) Prepare panthenol fumarate according to the method of Example 1;

[0102] (2) Weigh 0.5g of panthenol fumarate and 99.5g of deionized water, stir to dissolve, add triethanolamine to adjust pH=7.0, and obtain 0.5wt% hair care raw material solution;

[0103] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Use at room temperature for 15 minutes. Remove and air dry.

[0104] Application Comparison Example 4: Hair repair using hair care ingredient molecules, the specific method is as follows:

[0105] (1) Prepare panthenol fumarate according to the method of Example 1;

[0106] (2) Weigh 0.1g of panthenol fumarate and 99.9g of deionized water, stir to dissolve, add triethanolamine to adjust pH=7.0, and obtain 0.1wt% hair care raw material solution;

[0107] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0108] Application Comparative Example 5:

[0109] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0110] (1) Prepare panthenol fumarate according to the method of Example 1;

[0111] (2) Weigh 0.5g of panthenol fumarate and 99.5g of deionized water, stir to dissolve, add triethanolamine to adjust pH=10.0, and obtain 0.5wt% hair care raw material solution;

[0112] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0113] Application Comparative Example 6:

[0114] A hair repair method, the specific steps are as follows:

[0115] (1) Take a 150ml beaker and add 100ml of deionized water to it;

[0116] (2) Accurately weigh 0.5g of the damaged hair bundle and soak it in the solution. React at room temperature for 15 minutes, then remove and air dry.

[0117] Application Comparative Example 7:

[0118] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0119] (1) Prepare panthenol fumarate according to the method of Comparative Example 2;

[0120] (2) Weigh 0.5g of panthenol fumarate and 99.5g of deionized water, stir to dissolve, add triethanolamine to adjust pH=7.0, and obtain 0.5wt% hair care raw material solution;

[0121] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0122] Application Comparative Example 8:

[0123] Hair repair using hair care ingredient molecules, the specific method is as follows:

[0124] (1) Prepare panthenol acetate according to the method of Comparative Example 1;

[0125] (2) Weigh 0.5g of panthenol acetate and 99.5g of deionized water, stir to dissolve, add sodium hydroxide to adjust pH=7.0, and obtain 0.5wt% hair care raw material solution;

[0126] (3) Accurately weigh 0.5g of damaged hair strands and soak them in the repair solution. Set the reaction temperature to 40℃ and the reaction time to 15min. Remove and air dry.

[0127] Test example:

[0128] (1) Moisturizing performance test

[0129] Moisturizing performance tests were conducted on hair strands treated with different methods, as well as healthy and damaged hair strands. The specific test methods are as follows: The rate of moisture loss from the hair was measured using a moisture analyzer. Specifically, hair strands treated with different methods were cut into pieces and placed in a constant temperature and humidity environment for 24 hours. 5g of hair was weighed and placed in the moisture analyzer. The temperature was 40°C to simulate summer temperature and heated until the hair reached a constant weight. The length of time required indicates the strength of the moisturizing ability.

[0130] The healthy hair strands were provided by Shanghai Canyu Co., Ltd., with the model number Natural black Chinese / 27cm x 1g, free 25cm; the damaged hair strands were obtained by incubating the healthy hair strands with a 6% mercaptoacetic acid aqueous solution for 2 hours.

[0131] The results of hair moisture loss rate are shown in Table 2 below:

[0132] As can be seen from the table, Application Examples 1-5 significantly improved the hair's moisturizing properties, and the rate of hair water loss was significantly slowed down. Comparative Examples 2 and 6 show that maleic acid and water have no moisturizing effect, while Comparative Examples 1, 2, 4, and 5 demonstrate that using hair care ingredients outside the usage conditions proposed in this invention results in a much poorer moisturizing effect. Comparative Example 7 shows that the product of excessive esterification of polyols has no moisturizing effect, and Comparative Example 8 shows that panthenol acetate also has some moisturizing properties, but overall it is poor, inferior to the other application examples.

[0133] Table 2 Comparison of moisture loss rates in different hair strands

[0134]

[0135]

[0136] (2) Dwelling performance test

[0137] The routine cleaning process was simulated by washing healthy hair strands, damaged hair strands, and hair samples and control groups. 0.2g of shampoo was applied per gram of hair strand. After 5 minutes, the hair was rinsed off with warm water. Each rinse was accompanied by ten gentle hand strokes with similar force. The hair was then air-dried under constant temperature and humidity conditions. This constituted one treatment cycle, which was repeated 15 times to simulate a one-month shampooing cycle. The hair retention and moisturizing performance under these treatments was compared.

[0138] The rate of moisture loss from the hair was measured using a moisture analyzer. The specific method was to cut the hair treated in the above method into small pieces and place it in a constant temperature and humidity environment for 24 hours. 5g of hair was then weighed and placed in the moisture analyzer. The temperature was 40°C to simulate summer temperature and heated until the hair reached a constant weight. The length of time required indicates the strength of the moisturizing ability.

[0139] The experimental results of the long-lasting moisturizing performance of hair are shown in Table 3 below.

[0140] Table 3 Retention and moisturizing properties of different hair strands

[0141]

[0142]

[0143] The above results show that Application Examples 1-5 retain excellent moisturizing properties even after multiple washes, indicating that the hair-care molecules proposed in this invention have long-lasting moisturizing properties. In contrast, Comparative Examples 1-6 show virtually no moisturizing effect after washing. The molecule used in Application Example 6 cannot form covalent bonds with the sulfhydryl groups of hair, therefore it also lacks moisturizing properties after multiple washes.

[0144] The above description is merely a preferred embodiment of the present invention, and the present invention is not limited to the above embodiments. It is understood that other improvements and variations that are directly derived or conceived by those skilled in the art without departing from the spirit and concept of the present invention should be considered to be included within the protection scope of the present invention.

Claims

1. A method for hair repair using polyol-based hair care ingredients, characterized in that, The method includes the following steps: (1) Add water to the polyol hair care raw material molecules to make an aqueous solution, and adjust the pH with an acid-base regulator; (2) Soak the hair in the solution after adjusting the pH in step (1) and let it stand to achieve hair repair; The polyol hair care ingredient is panthenol fumarate. Sorbitol maleate Panthenol acrylate At least one of them; The mass fraction of polyol hair care ingredients in the aqueous solution is 0.5%; The pH value is 7.0; the settling temperature is 40°C.

2. The method according to claim 1, characterized in that, The settling time is 5-15 minutes.

3. The method according to claim 1, characterized in that, The preparation method of the polyol hair care raw material molecules is as follows: a compound containing multiple hydroxyl groups, an organic acid containing α,β-carbon-carbon double bonds and a solvent are mixed, stirred and reacted, and the solvent is evaporated to obtain polyol hair care raw material molecules.

4. The method according to claim 3, characterized in that, The unit molar ratio of the organic acid containing α,β-carbon-carbon double bonds to the compound containing polyhydroxyl groups is 2.5:1 to 1:

1.

5. The method according to claim 3, characterized in that, The unit molar ratio of the organic acid containing α,β-carbon-carbon double bonds to the compound containing polyhydroxyl groups is 2.5:1-2:

1.

6. The method according to claim 3, characterized in that, The unit molar ratio of the organic acid containing α,β-carbon-carbon double bonds to the compound containing polyhydroxyl groups is 2.15:

1.

7. The method according to claim 3, characterized in that, The solvent is acetone; a mixture of a compound containing multiple hydroxyl groups and an organic acid containing α,β-carbon-carbon double bonds is defined as a reactant, and the mass ratio of the reactant to acetone is 0.1-0.5:

1.

8. The method according to claim 7, characterized in that, The mass ratio of the reactant to acetone is 0.2-0.4:

1.

9. The method according to claim 7, characterized in that, The mass ratio of the reactant to acetone is 0.25:

1.

10. The method according to claim 3, characterized in that, In the preparation of polyol-based hair care raw material molecules, the reaction temperature is 20-80℃ and the time is 6-12h.

11. The method according to claim 3, characterized in that, In the preparation of polyol-based hair care raw material molecules, the reaction temperature is 40-60℃.

Citation Information

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