WO2022142566A1 - Almond polypeptide hair care nanomicelle and preparation method therefor - Google Patents

Abstract

The present invention relates to the technical field of cosmetics. Disclosed are an almond polypeptide hair care nanomicelle and a preparation method therefor. The almond polypeptide hair care nanomicelle is constituted by using a micelle material as a capsule material and almond polypeptide as a capsule core. The micelle material is in the structure of formula I, wherein R-O in formula I is from R-OH, and R-OH is polyether containing a hydroxyl end group. Also disclosed in the present invention is a preparation method for the almond polypeptide hair care nanomicelle. The nanomicelle of the present invention has strong affinity with hair, so that the almond polypeptide is slowly released to implement long-term protection and repair effects on hair; in addition, the nanomicelle of the present invention has good stability.

Description

A kind of almond polypeptide hair care nano micelle and preparation method thereof technical field

The invention belongs to the technical field of cosmetics, and in particular relates to an almond polypeptide hair care nanomicelle and a preparation method thereof.

Background technique

With the progress and development of society and the increasing improvement of living standards, hair care products have become an indispensable part of modern life. At the same time, people's requirements for the safety, hair care effect and non-irritancy of hair care products are getting higher and higher, which promotes the application of natural active ingredients in the field of hair care products.

Plant natural hair care products that are harmless to human health and have hairdressing and health care effects have become the development trend of hair care cosmetics. Cosmetics with natural active ingredients have the characteristics of less irritation, strong permeability, high safety, and obvious curative effect, and are favored by more and more people. Natural ingredients with antioxidant, anti-radiation, antibacterial, anti-inflammatory and other physiological activities can effectively reduce scalp and hair damage and promote hair growth. However, natural ingredients generally have poor stability and targeting, have no affinity with hair, and are easy to wash and fall off, thus greatly reducing the effect of hair care.

Nanocarriers use nanoparticles with a particle size of 10 to 1000 nm as a carrier, and the functional components are embedded, dispersed, adsorbed, coupled, etc. to form a dispersion. It can effectively improve the water dispersibility of insoluble active ingredients, improve the stability of active ingredients, and show good application prospects in the fields of skin care, skin care, and beauty. Generally, nanocarriers belong to liposomes, which have good affinity and permeability to the skin, but do not have the advantage of affinity for hair. This is because hair is keratin and has a hard texture, which is not conducive to the attachment and retention of liposomes.

Almond polypeptide is a pure natural nutrient extracted from almonds. It contains 16 kinds of amino acids needed by the human body. It has excellent pharmacological effects such as moisturizing, anti-inflammatory, anti-radiation, anti-aging, repairing cells, and scavenging free radicals. Patent Application Publication No. CN106811502A discloses a preparation method of a skin care product containing almond polypeptide, but it is only a skin care formula, and does not provide a solution for hair care or enhancing its stability. There is no report on the preparation of almond polypeptide into a natural hair care nanomicelle that is stable and has a strong affinity for hair.

SUMMARY OF THE INVENTION

The purpose of the present invention is to overcome the shortcomings and deficiencies in the prior art, and to provide an almond polypeptide hair care nanomicelle.

Another object of the present invention is to provide a method for preparing the above-mentioned almond polypeptide hair care nanomicelles.

The object of the present invention is achieved through the following technical solutions:

An almond polypeptide hair care nano micelle is composed of micellar material as capsule material and almond polypeptide as capsule core;

The structure of the micellar material is formula I

In formula I, R-O is derived from R-OH; R-OH is a polyether containing terminal hydroxyl groups.

The structure of R-OH is

The values of X, Y, and Z are: 10 to 85, 25 to 130, and 10 to 85, respectively.

The preparation method of the almond polypeptide hair care nano-micelle comprises the following steps:

1) α-tocopherol succinate is reacted with cystamine to obtain product A;

2) reacting polyether and thioglycolic anhydride to obtain product B;

3) reacting product B with product A to obtain a micellar material;

4) Dissolving the micellar material and almond polypeptide in step 3) in an organic solvent to obtain a mixed solution; then mixing the mixed solution with water under stirring to form a nanomicellar solution containing almond polypeptide, and removing the organic solvent , freeze-drying to obtain almond polypeptide hair care nanomicelles.

The consumption of cystamine described in step 1) is 0.5 to 1.5 times the molar amount of α-tocopherol succinate;

The α-tocopheryl succinate described in step 1) is activated first, and then reacts with cystamine; the activation refers to the activation of α-tocopheryl succinate by using N,N'-carbonyldiimidazole; the activated The conditions are -5～5℃ for 0.5～2h activation; the activation is carried out in an organic solvent;

The dosage of the N,N'-carbonyldiimidazole is 1 to 2 times the molar amount of α-tocopheryl succinate;

The organic solvent is one or more of dichloromethane, ethyl acetate, chloroform, dimethyl sulfoxide and dimethylformamide.

The conditions for the reaction described in step 1) are to react at room temperature for 4-12 hours; after the reaction, saturated sodium chloride is used to wash to neutrality, and the organic phase is concentrated in vacuo. The vacuum concentration conditions are 40～60° C., 0.01～0.1MPa, 1～3h.

The reaction in step 1) is carried out in an organic solvent, and the organic solvent is one or more of dichloromethane, ethyl acetate, chloroform, dimethyl sulfoxide, and dimethylformamide.

The polyether described in step 2) is a polyoxyethylene polyoxypropylene block copolymer; preferably polyether P ₁₂₃ , polyether F ₁₂₇ , polyether F ₁₂₄ , polyether F ₁₈₈ , polyether L ₆₅ , polyether F More than one of ₆₈ ; the consumption of the thiodiglycolic anhydride is 1 to 3 times the molar weight of the polyether;

The reaction described in step 2) uses an organic solvent as the reaction medium; the catalyst for the reaction is 4-dimethylaminopyridine; the reaction conditions are that the reaction is performed at room temperature for 12 to 24 hours; Wash with 1-2% hydrochloric acid, then wash with saturated sodium chloride until neutral, and concentrate the organic phase in vacuo; the vacuum concentration conditions are 40-60° C., 0.01-0.1 MPa, 1-3 h.

The dosage of the 4-dimethylaminopyridine is 1 to 1.5 times the molar amount of thiodiglycolic anhydride; the dosage of the hydrochloric acid solution is 1 to 3 times the amount of the organic solvent;

The organic solvent is one or more of dichloromethane, ethyl acetate, chloroform, dimethyl sulfoxide and N,N-dimethylformamide.

The amount of product A described in step 3) is 1 to 3 times the molar amount of product B;

In step 3), the product B is activated first, and then reacts with the product A; the activation refers to the use of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and N- Product B is activated by hydroxysuccinimide; the activation is carried out in an organic solvent, and the activation condition is room temperature activation for 2-6 hours;

The organic solvent is one or more of dichloromethane, ethyl acetate, chloroform, dimethyl sulfoxide, and dimethylformamide;

The dosages of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and N-hydroxysuccinimide are respectively 1.5 to 3 times the molar amount of product B;

The reaction in step 3) is carried out at room temperature for 24 to 48 hours; after the reaction, the reaction system is washed with saturated sodium chloride until neutral, and concentrated in vacuo. The vacuum concentration conditions are 40～60° C., 0.01～0.1MPa, 1～3h.

The mass ratio of the micellar material and the almond polypeptide in step 4) is 3:1 to 15:1;

The dosage of the water is 20-40 times of the quality of the micellar material;

The volume-to-mass ratio of the organic solvent to (micelle material and almond polypeptide) in step 4) is (2-10) mL: 1 g.

The organic solvent is one or more of dichloromethane, ethyl acetate, chloroform, dimethyl sulfoxide and dimethylformamide.

When mixing the mixed solution with water in step 4), the mixed solution is added dropwise to the water. The speed of the dropwise addition is 0.2-1 ml/min. After the addition of water dropwise, continue stirring for 0.5-1.5h.

The removal of the organic solvent in step 4) refers to dialysis, and the dialysis refers to dialysis with a dialysis membrane with a molecular weight cut-off of 3500-6000 Da;

In step 4), the freeze-drying temperature is -40--50°C, and the drying time is 24-48h.

The rotational speed of the stirring in step 4) is 2000-5000 rpm.

The reaction and activation described in step 1) are carried out under stirring conditions; the stirring speed is 500-1000 rpm;

The reaction described in step 2) is carried out under stirring conditions; the stirring speed is 500～1200rpm

The reaction and activation described in step 3) are carried out under stirring conditions; the stirring speed is 500-1200 rpm.

The almond polypeptide hair care nanomicelle has a strong affinity for hair, is used in hair care products, and exerts a lasting hair care effect.

The principle of the present invention is to bridge the polyether and α-tocopheryl succinate through a sulfur-containing compound to obtain a nanomicelle material capable of self-assembly, and then self-assemble and coat the almond polypeptide to obtain an almond polypeptide Hair care nanomicelles.

Advantages of the present invention: (1) The micellar material of the present invention contains -S-S- group, which is easy to bridge with disulfide bonds in hair keratin, so as to have a strong affinity with hair, so that the almond polypeptide is slowly released, and long-term Hair protection and repair. (2) The preparation process of the present invention has mild conditions and is easy to industrialize production.

Description of drawings

Fig. 1 is the infrared spectrogram of the micelle material of embodiment 1;

Fig. 2 is the hydrogen nuclear magnetic resonance spectrogram of the micelle material of embodiment 1;

3 is a transmission electron microscope image of the almond polypeptide hair care nanomicelles prepared in Example 1.

Detailed ways

The present invention will be further described in detail below with reference to the examples, but the embodiments of the present invention are not limited thereto. The polyether of the present invention is preferably polyether P ₁₂₃ (Mn～5800), polyether F ₁₂₇ (Mn～15000), polyether F ₁₂₄ (Mn～2300), polyether F ₁₈₈ (Mn～10000), polyether L One or more of ₆₅ (Mn～3600) and polyether F ₆₈ (Mn～8000).

Example 1

(1) Dissolve 0.1 mol of α-tocopheryl succinate in 300 mL of dichloromethane, add 0.1 mol of N,N'-carbonyldiimidazole at -5°C to activate the carboxyl group of α-tocopheryl succinate for 0.5 h , then add 0.05mol of cystamine, stir at room temperature 800rpm for 4h, transfer to a separatory funnel after the reaction is complete, wash with saturated sodium chloride solution until neutral, 0.01MPa, and concentrate at 40°C for 1h to obtain product A;

(2) Dissolve 0.01 mol of polyether P ₁₂₃ (Mn～5800) and 0.015 mol of thiodiglycolic anhydride in 200 mL of dichloromethane, then add 0.02 mol of 4-dimethylaminopyridine, stir and react at room temperature 1000 rpm for 12 h, the reaction After completion, transfer to a separatory funnel, wash three times with 200 mL of 1% hydrochloric acid, and then wash with saturated sodium chloride solution until neutral, 0.01 MPa, and concentrate at 40 °C for 2 h to obtain product B;

(3) Dissolve 0.01 mol of product B in 300 mL of dichloromethane, add 0.015 mol of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 0.015 mol of N-hydroxyl Succinimide, stirred at room temperature 600rpm for 2h, then added 0.01mol of product A to the above solution, continued to stir at room temperature 800rpm for 24h, after the reaction was completed, use saturated sodium chloride solution to neutralize, 0.01MPa, 40 Concentrated at ℃ for 2h to obtain micellar material;

(4) Dissolve 1.5g of micellar material and 0.15g of almond polypeptide in 10mL of dimethyl sulfoxide, add the above solution to 30mL of deionized water under stirring at 2000rpm, and continue to stir for 0.5h after the dropwise addition is completed, and then the obtained The solution was transferred to a 3500Da dialysis bag and dialyzed for 24 hours to remove residual dimethyl sulfoxide. After dialysis, the resulting micelle solution was freeze-dried at -40°C for 24 hours to obtain almond polypeptide hair care nanomicelles.

Example 2

(1) Dissolve 0.1 mol of α-tocopheryl succinate in 400 mL of dichloromethane, add 0.15 mol of N,N'-carbonyldiimidazole at 0°C to activate the carboxyl group of α-tocopheryl succinate for 1 h, then Add 0.1 mol of cystamine, stir and react at room temperature at 1000 rpm for 6 hours. After the reaction is completed, transfer to a separatory funnel, wash with saturated sodium chloride solution until neutral, 0.05 MPa, and concentrate at 50 °C for 2 hours to obtain product A;

(2) Dissolve 0.01 mol of polyether F ₁₈₈ (Mn～10000) and 0.022 mol of thiodiglycolic anhydride in 400 mL of ethyl acetate, then add 0.03 mol of 4-dimethylaminopyridine, stir and react at room temperature 1200 rpm for 18 h, the reaction After completion, transfer it to a separating funnel, wash it once with 400 mL of 1.5wt% hydrochloric acid, then wash it with saturated sodium chloride solution until neutral, concentrate at 0.05 MPa, and concentrate at 50°C for 3 hours to obtain product B;

(3) Dissolve 0.01 mol of product B in 400 mL of ethyl acetate, add 0.02 mol of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 0.02 mol of N-hydroxyl Succinimide, stirred and reacted at room temperature 800rpm for 4h, then added 0.02mol of product A to the above solution, continued to stir and react at room temperature 1000rpm for 36h, after the reaction was completed, washed with saturated sodium chloride solution until neutral, 0.05MPa, Concentrate at 50°C for 2h to obtain micellar material;

(4) Dissolve 1.5g of micellar material and 0.1g of almond polypeptide in 10mL of dimethylformamide, slowly drop the above solution into 50mL of deionized water with stirring at 3000rpm, continue to stir for 45min after the dropwise addition is complete, and then The obtained solution was transferred to a 4000Da dialysis bag and dialyzed for 36 hours to remove residual dimethylformamide. After the dialysis was completed, the obtained micelle solution was freeze-dried at -50°C for 36 hours to obtain almond polypeptide hair care nanomicelles.

Example 3

(1) Dissolve 0.1 mol of α-tocopheryl succinate in 500 mL of chloroform, add 0.2 mol of N,N'-carbonyldiimidazole at 5°C to activate the carboxyl group of α-tocopheryl succinate for 2 h, and then add 0.15 mol of cystamine, stirred and reacted at room temperature 1000rpm for 12h. After the reaction was completed, it was transferred to a separatory funnel, washed with saturated sodium chloride solution until neutral, concentrated at 0.1MPa, and concentrated at 60 °C for 2h to obtain product A;

(2) Dissolve 0.01 mol of polyether F ₆₈ (Mn～8000) and 0.03 mol of thiodiglycolic anhydride in 500 mL of chloroform, then add 0.045 mol of 4-dimethylaminopyridine, and stir and react at room temperature at 1000 rpm for 24 h. After the reaction is completed Transfer to a separatory funnel, wash twice with 500 mL of 2wt% hydrochloric acid, then wash with saturated sodium chloride solution until neutral, concentrate at 0.1 MPa, and concentrate at 60°C for 3 h to obtain product B;

(3) Dissolve 0.01 mol of product B in 500 mL of chloroform, add 0.03 mol of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 0.03 mol of N-hydroxysuccinyl imine, stirred at room temperature 1000rpm for 6h, then added 0.03mol of product A to the above solution, continued to stir at room temperature 1200rpm for 48h, after the reaction was completed, washed with saturated sodium chloride solution until neutral, 0.1MPa, 60°C Concentrated for 2h to obtain micellar material;

(4) Dissolve 1.5g of micellar material and 0.5g of almond polypeptide in 10mL of dimethyl sulfoxide, slowly drop the above solution into 60mL of deionized water with stirring at 4000rpm, continue to stir for 1h after the dropwise addition is complete, and then The solution was transferred to a 4000Da dialysis bag and dialyzed for 48h to remove residual dimethyl sulfoxide. After the dialysis was completed, the resulting micelle solution was freeze-dried at -50°C for 48h to obtain almond polypeptide hair care nanomicelles.

Performance Testing:

(1) Infrared Characterization of Micellar Materials Prepared in Examples 1-3

Method: The micelle materials prepared in Examples 1-3 were uniformly ground with spectrally pure potassium bromide, pressed into tablets, and placed on a Fourier transform infrared spectrometer to characterize their molecular structure and chemical composition.

Results: The sharp peaks at 1741 cm ^-1 and 1641 cm ^-1 of the nanomicellar material in Example 1 can be assigned to amide bonds (-CO-NH-) and ester bonds (-CO-O-), indicating that the micellar material Formation of amide and ester bonds. The broad absorption peak around 3520cm ^-1 confirms the existence of CH groups on the benzene ring in the micellar material, and the absorption peak in the range of 900-650cm ^-1 is the vibration absorption peak of the CH out-of-plane deformation of the benzene ring. The absorption peaks in the range of 2900-2700 cm ^-1 are characteristic absorption peaks of _-CH2- and _-CH3 in the micellar material.

1 is an infrared spectrum of the micelle material of Example 1. The infrared spectra of the micelle materials of Examples 2-3 are similar to those of Example 1.

(2) Nuclear magnetic characterization of the micelle materials prepared in Examples 1-3:

Method: The micelle materials prepared in Examples 1-3 were dissolved in deuterated chloroform solution, transferred to a nuclear magnetic tube, and the nuclear magnetic resonance spectrum of the micelle materials was measured on a 500M superconducting nuclear magnetic resonance spectrometer.

Results: The signal peaks of aromatic protons, methyl protons and methylene protons belonging to α-tocopheryl succinate in the nanomicellar material of Example 1 appeared in the range of δ0.9-2.7 ppm, which belonged to the methyl group of polyethers. The signal peaks of proton and methylene proton appeared in the range of δ3.4-3.8ppm, and the signal peak of methylene proton belonging to cystamine appeared in the range of δ2.8-3.0ppm. The above results confirm the successful synthesis of the micellar material.

FIG. 2 is a hydrogen nuclear magnetic resonance spectrum of the micellar material of Example 1. FIG. The hydrogen nuclear magnetic resonance spectrum of the micelle material in Example 2-3 is the same as that in Example 1.

(3) Transmission electron microscope experiment of nanomicelles prepared in Example 1-3

Method: Disperse the almond polypeptide hair care nanomicelles prepared in Examples 1-3 in deionized water, drop the nanomicelle dispersion on the support film of the copper mesh, dry the water, and add a little coloring agent Dyeing was carried out on the carrier net, and finally the dye was removed, washed with deionized water, dried, and the micelle morphology was observed on a TEM-1400 transmission electron microscope.

Results: In Example 1, the nanomicelles were uniformly dispersed and spherical, with a diameter of about 100 nanometers. 3 is a transmission electron microscope image of the almond polypeptide hair care nanomicelles prepared in Example 1. The transmission electron microscope images of the almond polypeptide hair care nanomicelles prepared in Examples 2-3 are similar to those in Example 1.

(4) Stability experiment of nanomicelles prepared in Examples 1-3

Method: The experimental conditions of stability test are:

1) Heat and cold resistance stability test, the nanomicelles were placed at 40°C and -15°C for one month, and the content retention rate and particle size change of almond polypeptide were measured respectively.

2) Stability test at room temperature (25°C), storage for 1 month, and determination of the content retention rate of almond polypeptide and the particle size change of nanomicelles.

Results: As shown in Table 1, Table 1 shows the stability test results of nanomicelles in Example 1. The nanomicelles were kept at 40°C and -15°C for one month, and the retention rate of almond polypeptide was above 69%. After being placed at room temperature for one month, the retention rate of almond polypeptide was 86%, and the particle size did not change much, indicating its good stability. Examples 2 and 3 also have better stability.

Table 1 Stability of nanomicelles at different temperatures

project	heat resistant	hardy	room temperature
The retention rate of almond polypeptide content	69%	78%	86%
particle size	145nm	112nm	98nm

(5) Evaluation of the use effect of the nanomicelles prepared in Examples 1-3

Method: The same method as step (4) in Example 1 was used, but the micellar material was replaced with a compound of the same mass of lecithin and cholesterol (mass ratio 2:1) to prepare almond polypeptide liposomes. The nanomicelle prepared in Example 1 was added to the commercially available conditioner, and the addition amount was 5% of the mass fraction (5% of the mass of the commercially available conditioner), that is, the nanomicelle group was added; The groups were the same conditioner with 5% almond polypeptide liposome added (almond polypeptide liposome added control group), almond polypeptide (almond polypeptide added control group) and no addition as control. 40 female volunteers with dry, bifurcated and prone to hair loss were selected for the experiment. The above volunteers were divided into 4 experimental groups with 10 people in each group, using the conditioner with nanomicelles and the control group respectively. white. Four groups of volunteers took an appropriate amount of hair after shampooing every day. After four weeks of continuous use, they were evaluated by asking and answering. The evaluation indicators included anti-hair loss effect, anti-drying effect, and softening effect. Count the number of people with good, average and poor results.

Results: The statistical results are shown in Table 2. The number of people with good evaluation effect of the nanomicelle prepared in Example 1 is significantly more than that of the no-addition group, the almond polypeptide liposome addition group and the almond polypeptide directly added group, indicating that the nanomicelle has a better hair care effect. The effect of nanomicelles prepared in Examples 2 and 3 is also better.

Table 2 The use effect of adding and not adding nanomicelle conditioner

The above-mentioned embodiments of the present invention are only examples for clearly illustrating the present invention, and are not intended to limit the embodiments of the present invention. For those of ordinary skill in the art, changes or modifications in other different forms can also be made on the basis of the above description. There is no need and cannot be exhaustive of all implementations here. Any modification, equivalent replacement and improvement made within the spirit and principle of the present invention shall be included within the protection scope of the claims of the present invention.

Claims (10)

1. An almond polypeptide hair care nanomicelle is characterized in that: the micellar material is the capsule material, and the almond polypeptide is the capsule core;

   The structure of the micellar material is formula I:

   

   In formula I, R-O is derived from R-OH; R-OH is a polyether containing terminal hydroxyl groups.
2. almond polypeptide hair care nanomicelle according to claim 1, is characterized in that:

   The structure of the R-OH is

   

   The values of X, Y, and Z are: 10 to 85, 25 to 130, and 10 to 85, respectively.
3. According to the preparation method of the almond polypeptide hair care nanomicelle according to any one of claims 1 to 2, it is characterized in that: comprising the following steps:

   1) α-tocopherol succinate is reacted with cystamine to obtain product A;

   2) react the hydroxyl-terminated polyether and thioglycolic anhydride to obtain product B;

   3) reacting product B with product A to obtain a micellar material;

   4) Dissolving the micellar material and almond polypeptide in step 3) in an organic solvent to obtain a mixed solution; then mixing the mixed solution with water under stirring to form a nanomicellar solution containing almond polypeptide, and removing the organic solvent , freeze-drying to obtain almond polypeptide hair care nanomicelles.
4. The preparation method of almond polypeptide hair care nanomicelles according to claim 3, characterized in that: the polyether containing terminal hydroxyl groups described in step 2) is a polyoxyethylene polyoxypropylene block copolymer;

   α-tocopherol succinate described in step 1) is activated first, and then reacts with cystamine;

   The product B described in step 3) is activated first, and then reacts with the product A;

   The mass ratio of the micellar material and the almond polypeptide in step 4) is 3:1 to 15:1.
5. The method for preparing almond polypeptide hair care nanomicelles according to claim 4, wherein the polyether containing terminal hydroxyl groups in step 2) is polyether P ₁₂₃ , polyether F ₁₂₇ , polyether F ₁₂₄ , polyether One or more of ether F ₁₈₈ , polyether L ₆₅ , and polyether F ₆₈ ;

   The activation described in step 1) refers to the activation of α-tocopheryl succinate by N,N'-carbonyldiimidazole;

   The activation in step 3) refers to the activation of product B by using 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and N-hydroxysuccinimide.
6. According to the preparation method of the described almond polypeptide hair care nanomicelle of claim 5, it is characterized in that:

   The activation condition in step 1) is -5～5°C activation for 0.5～2h; activation is carried out in an organic solvent;

   During activation in step 1), the organic solvent is more than one of methylene chloride, ethyl acetate, chloroform, dimethyl sulfoxide, and dimethylformamide;

   The amount of N,N'-carbonyldiimidazole described in step 1) is 1 to 2 times the molar amount of α-tocopheryl succinate;

   The activation described in step 3) is carried out in an organic solvent, and the activation condition is activation at room temperature for 2-6 hours;

   During activation in step 3), the organic solvent is one or more of dichloromethane, ethyl acetate, chloroform, dimethyl sulfoxide, and dimethylformamide;

   The dosages of the 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and N-hydroxysuccinimide are respectively 1.5-3 times the molar amount of the product B.
7. According to the preparation method of the described almond polypeptide hair care nanomicelle of claim 3, it is characterized in that:

   The consumption of the thiodiglycolic anhydride described in step 2) is 1 to 3 times the molar amount of the polyether containing terminal hydroxyl groups;

   The consumption of cystamine described in step 1) is 0.5 to 1.5 times the molar amount of α-tocopherol succinate;

   The condition of the reaction described in step 1) is to react at room temperature for 4-12 h;

   The reaction described in step 1) is carried out in an organic solvent;

   The reaction in step 2) uses an organic solvent as the reaction medium; the catalyst for the reaction in step 2) is 4-dimethylaminopyridine; the reaction condition in step 2) is the reaction at room temperature for 12 to 24 hours;

   The amount of product A described in step 3) is 1 to 3 times the molar amount of product B;

   At room temperature of the reaction described in step 3), the reaction is carried out for 24-48 h;

   The organic solvent described in step 4) is one or more of dichloromethane, ethyl acetate, chloroform, dimethyl sulfoxide and dimethylformamide.
8. According to the preparation method of the described almond polypeptide hair care nanomicelle of claim 7, it is characterized in that:

   During the reaction in step 1), the organic solvent is more than one of methylene chloride, ethyl acetate, chloroform, dimethyl sulfoxide, and dimethylformamide;

   The consumption of 4-dimethylaminopyridine described in step 2) is 1 to 1.5 times the molar amount of thiodiglycolic anhydride;

   The organic solvent described in step 2) is one or more of dichloromethane, ethyl acetate, chloroform, dimethyl sulfoxide, and dimethylformamide.
9. The method for preparing almond polypeptide hair-care nanomicelles according to claim 3, wherein the amount of water described in step 4) is 20 to 40 times the quality of the micellar material;

   The volume-to-mass ratio of the organic solvent to (micelle material and almond polypeptide) in step 4) is (2-10) mL: 1 g;

   When the mixed solution is mixed with water in step 4), the mixed solution is added to the water by dropping;

   The removal of the organic solvent in step 4) refers to dialysis;

   The freeze-drying temperature described in step 4) is -40～-50 ℃;

   The rotating speed of stirring described in step 4) is 2000～5000rpm;

   After the reaction in step 1), saturated sodium chloride is used to wash to neutrality, and the organic phase is concentrated in vacuo;

   After the reaction in step 2), first wash with hydrochloric acid with a mass percentage of 1 to 2%, then wash with saturated sodium chloride until neutral, and concentrate the organic phase in vacuo;

   After the reaction in step 3), the reaction system was washed with saturated sodium chloride until neutral, and concentrated in vacuo.
10. The application of the almond polypeptide hair care nanomicelle according to any one of claims 1 to 2, wherein the almond polypeptide hair care nanomicelle is used to prepare a hair care product.

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