CN114869794A - Composition for repairing disulfide bonds of damaged hair and preparation method and application thereof - Google Patents
Composition for repairing disulfide bonds of damaged hair and preparation method and application thereof Download PDFInfo
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- CN114869794A CN114869794A CN202210567001.9A CN202210567001A CN114869794A CN 114869794 A CN114869794 A CN 114869794A CN 202210567001 A CN202210567001 A CN 202210567001A CN 114869794 A CN114869794 A CN 114869794A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/362—Polycarboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/002—Preparations for repairing the hair, e.g. hair cure
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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Abstract
The invention discloses a composition for repairing disulfide bonds of damaged hair, a preparation method and application thereof, wherein the composition comprises the following raw materials: propylene glycol, glycine, arginine, maleic acid, citric acid, triethanolamine and water. The invention has the beneficial effects that: the invention provides a hair quality repairing composition which can penetrate through hair scales and penetrate into hair cortex so as to repair disulfide bonds. The repairing agent has an excellent repairing effect, and can heal broken disulfide bonds so as to repair hair fundamentally, remarkably improve the tensile resistance and the heat-resistant strength of hair, and ensure that damaged hair after permanent dyeing is healthy and tough.
Description
Technical Field
The invention belongs to the technical field of hair care products, and particularly relates to a composition for repairing disulfide bonds of damaged hair, and a preparation method and application thereof.
Background
With the improvement of the living standard of consumers, hair dyeing and permanent waving become a way for improving the living quality of many female consumers. And many female consumers regularly dye and perm hair in order to maintain beautiful appearance. It is well known that frequent permanent dyeing can greatly damage hair, leading to severe damage, becoming dry and frizzy and easily broken.
The hair is composed of keratin, the outer scales (cuticle) are like tiles arranged orderly, the middle hair cortex is like a steel wire with closely arranged roots, the most central hair medulla is like a pipeline, and the three components form the internal structure of the hair. The process of hair dyeing or perming, which first uses alkali or strong oxidant to open hair scales, essentially causes protein denaturation as the tiles covered on the hair are lifted, the internal steel bars are twisted and broken, i.e. the hair cortex is deformed.
Specifically, the perming process uses alkaline agent to open hair scales, the perming agent cuts off disulfide bonds, and then the curling rod is used for twisting to make disulfide bonds in staggered linkage. In the process of perming, disulfide bond is broken and linked, so that the linking is not firm or misplaced and not linked successfully, and meanwhile, protein is denatured by alkali influence, loses elasticity, is fragile and easy to break.
During the hair dyeing process, firstly, scales are oxidized and stripped by hydrogen peroxide, so that the hair dye enters the hair, the keratin in a cortical layer is oxidized and denatured by the hydrogen peroxide, the elasticity is lost, the keratin is fragile and easy to break, and the disulfide bond is broken in the process.
At present, hair washing and protecting products in the market are basically various organic silicon compositions, and the products mainly smooth hair scales at the outermost layer of hair threads by means of the spreading action of silicon oil, so that the hair looks smooth, but only can treat the symptoms and cannot treat the root causes. Namely: it only promotes the surface smoothness of hair, and all the repairs only stay on the surface of the hair flakes and do not penetrate into the interior of the hair flakes, obviously the hair cortex is not repaired, and the disulfide bonds can not be reached.
Disclosure of Invention
The application mainly aims to provide a composition for repairing disulfide bonds of damaged hair, a preparation method and application thereof, wherein the composition can fundamentally and obviously improve the tensile resistance and the heat-resistant strength of hair, so that the damaged hair after permanent dyeing is healthy and tough.
In order to achieve the above purpose, the invention provides the following technical scheme:
the composition for repairing the disulfide bond of the damaged hair comprises the following raw materials in parts by weight: 1-3 parts of propylene glycol, 1-5 parts of glycine, 0.1-0.3 part of arginine, 0.5-3 parts of maleic acid, 1-6 parts of citric acid, 1-3 parts of triethanolamine and 5-10 parts of water.
The composition for repairing the disulfide bonds of the damaged hair comprises the following raw materials in parts by weight as a preferred embodiment: 1-2 parts of propylene glycol, 2-4 parts of glycine, 0.1-0.2 part of arginine, 1-3 parts of maleic acid, 2-4 parts of citric acid, 1-2 parts of triethanolamine and 6-8 parts of water.
The composition for repairing the disulfide bonds of the damaged hair comprises the following raw materials in parts by weight as a preferred embodiment: 2 parts of propylene glycol, 3.5 parts of glycine, 0.25 part of arginine, 3 parts of maleic acid, 3 parts of citric acid, 1.5 parts of triethanolamine and 7 parts of water.
The compositions described herein contain citric acid and maleic acid in which the carboxylic acid groups readily bind to disulfide bonds, re-linking the broken disulfide bonds. At the same time, the acidity of the composition prevents denaturation of the protein under alkaline conditions. Glycine and arginine can repair hair amino acid damage during this process. Triethanolamine is used to counter the pH of the acidic composition to too low a pH to allow the pH of the composition as a whole to be in a controlled range. The propylene glycol is used as a solvent to skillfully dissolve the five substances together, and the propylene glycol can well promote the hair to absorb the four substances. Like dried branches, absorb water again and become soft and flexible.
In a second aspect of the present application, there is provided a method for preparing a composition for repairing disulfide bonds in damaged hair, comprising the steps of: sequentially adding glycine, arginine, maleic acid and citric acid into water, stirring at normal temperature until the glycine, the arginine, the maleic acid and the citric acid are completely dissolved, then adding propylene glycol and triethanolamine, and stirring uniformly until the mixture is colorless and transparent to obtain the composition.
The preparation method of the composition for repairing the disulfide bonds of the damaged hair is that the mixing and stirring temperature is 20-25 ℃, and the mixing and stirring speed is 200-800 rpm.
In a third aspect of the application, the composition or the composition obtained by the preparation method is applied to shampoo, hair conditioner and hair care essential oil.
In the application, as a preferred embodiment, the addition amount of the composition is 5-15% of the weight of shampoo, hair conditioner or hair essential oil.
The invention has the beneficial effects that: the invention provides a hair quality repairing composition which can penetrate through hair scales and penetrate into hair cortex so as to repair disulfide bonds. It has excellent repairing effect, can heal broken disulfide bonds to repair hair fundamentally, obviously improve the tensile resistance and the heat-resisting strength of hair, and ensure that damaged hair after permanent dyeing is healthy and tough!
Detailed Description
In order to make the technical solutions in the embodiments of the present application better understood, the technical solutions in the embodiments of the present application will be clearly and completely described below with reference to examples, and it is obvious that the described embodiments are only some embodiments of the present application, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present application.
In the specific examples of this application 1 part by weight represents 1 g.
Example 1
The composition for repairing disulfide bonds of damaged hair in example 1 comprises the following raw materials in parts by weight: 1 part by weight of propylene glycol, 1 part by weight of glycine, 0.2 part by weight of arginine, 1 part by weight of maleic acid, 1 part by weight of citric acid, 1 part by weight of triethanolamine and 5 parts by weight of water.
The composition for repairing disulfide bonds of damaged hair as described in example 1 is prepared by sequentially adding glycine, arginine, maleic acid, and citric acid to water, stirring at 20 deg.C and 400rpm until completely dissolved, adding propylene glycol and triethanolamine, and stirring until colorless and transparent.
Example 2
The composition for repairing disulfide bonds of damaged hair in example 2 comprises the following raw materials in parts by weight: 2 parts of propylene glycol, 3.5 parts of glycine, 0.25 part of arginine, 3 parts of maleic acid, 3 parts of citric acid, 1.5 parts of triethanolamine and 7 parts of water.
The composition for repairing disulfide bonds of damaged hair as described in example 2 is prepared by sequentially adding glycine, arginine, maleic acid, and citric acid to water, stirring at 22 deg.C and 500rpm until completely dissolved, adding propylene glycol and triethanolamine, and stirring until colorless and transparent.
Example 3
The composition for repairing disulfide bonds of damaged hair in example 3 comprises the following raw materials in parts by weight: 1 part by weight of propylene glycol, 2 parts by weight of glycine, 0.3 part by weight of arginine, 1 part by weight of maleic acid, 2 parts by weight of citric acid, 1 part by weight of triethanolamine and 6 parts by weight of water.
The composition for repairing disulfide bonds of damaged hair as described in example 3 is prepared by sequentially adding glycine, arginine, maleic acid, and citric acid to water, stirring at a temperature of 25 ℃ and a stirring speed of 600rpm until completely dissolved, adding propylene glycol and triethanolamine, and stirring uniformly until colorless and transparent to obtain the composition.
Example 4
The composition for repairing disulfide bonds of damaged hair in example 4 comprises the following raw materials in parts by weight: 3 parts of propylene glycol, 5 parts of glycine, 0.15 part of arginine, 3 parts of maleic acid, 6 parts of citric acid, 3 parts of triethanolamine and 10 parts of water.
The composition for repairing disulfide bonds of damaged hair as described in example 4 is prepared by sequentially adding glycine, arginine, maleic acid, and citric acid to water, stirring at a temperature of 25 ℃ and a stirring speed of 700rpm until completely dissolved, adding propylene glycol and triethanolamine, and stirring uniformly until colorless and transparent to obtain the composition.
Comparative example 1
The composition for repairing disulfide bonds of damaged hair according to comparative example 1 is different from the composition for repairing disulfide bonds of damaged hair according to example 2 in that: comparative example 1 the composition described above uses ethanol instead of propylene glycol, and the remaining starting materials and method of preparation are the same as in example 2.
Comparative example 2
The composition for repairing disulfide bonds of damaged hair materials described in comparative example 2 is different from the composition for repairing disulfide bonds of damaged hair materials described in example 2 in that: comparative example 2 the composition described above used glycerol instead of propylene glycol and the remaining starting materials and method of preparation were the same as in example 2.
Comparative example 3
The composition for repairing disulfide bonds of damaged hair materials described in comparative example 3 is different from the composition for repairing disulfide bonds of damaged hair materials described in example 2 in that: comparative example 3 the composition described above used sodium hydroxide instead of triethanolamine and the remaining raw materials and preparation method were the same as in example 2.
Comparative example 4
The composition for repairing disulfide bonds of damaged hair materials described in comparative example 4 is different from the composition for repairing disulfide bonds of damaged hair materials described in example 2 in that: comparative example 4 the composition further contained 2 parts by weight of cystine as a raw material, and the remaining raw materials and preparation method were the same as those of example 2.
Comparative example 5
The composition for repairing disulfide bonds of damaged hair materials described in comparative example 5 is different from the composition for repairing disulfide bonds of damaged hair materials described in example 2 in that: comparative example 5 the composition described does not contain maleic acid as the starting material, and the remaining starting materials and preparation method are the same as in example 2.
1. Efficacy study of the composition for repairing disulfide bond of damaged Hair according to the present invention
And respectively preparing a hair conditioner product A and a product B.
The hair conditioner product A is prepared from the following raw materials in parts by weight:
82 parts of water;
10 parts of cetearyl alcohol;
3 parts of behenyl trimethyl ammonium chloride;
2 parts of polydimethylsiloxane;
1 part of glycerol;
0.5 part of vegetable oil;
0.5 part of preservative;
product B was prepared by adding 7 parts of the composition of example 2 of the present invention to a and reducing the amount of water added accordingly (7 parts less water was added).
The hair tresses were selected for parallel experiments, each hair tress weighing 6 g.
Taking 1 natural healthy hair bundle and 1 dyeing and ironing damaged hair bundle, treating the natural healthy hair bundle and the 1 dyeing and ironing damaged hair bundle by using the product A as two blank controls, firstly carrying out thermal analysis on the two hair bundles by using a differential scanning calorimetry, scanning for 15 minutes, and recording the phase inversion temperature. In order to avoid accidental errors, a plurality of hair bundles of the same category are respectively selected, the experiment operation is repeated for 6 times, namely two groups of data are respectively recorded, and the average value of the two groups of data is taken.
Another 6 hair tresses of the dyed and ironed damaged hair tresses were treated with product B and conditioners containing the compositions described in comparative examples 1-5 (i.e., series of conditioner products prepared by adding the compositions corresponding to comparative examples 1-5 to product a), respectively, and labeled as test group, control group 1, control group 2, control group 3, control group 4, and control group 5, respectively. Thermal analysis was also carried out by differential scanning calorimetry, each strand was scanned for 15 minutes and the phase inversion temperature was recorded. The operation was also repeated 6 times in order to avoid accidental errors.
Phase inversion temperature data of the hair tresses were recorded and processed using differential scanning calorimetry and the results are shown in table 1:
TABLE 1 results of differential scanning calorimetry on phase transition heating of hair
| Hair tie | Mean phase inversion temperature/. degree.C |
| Blank set 1 (Natural healthy hair bundle) | 147.8 |
| Blank set 2 (Hair bundle damaged by permanent dyeing) | 129.8 |
| Test group | 142.7 |
| Control group 1 | 128.5 |
| Control group 2 | 127.6 |
| Control group 3 | 130.2 |
| Control group 4 | 129.6 |
| Control group 5 | 126.8 |
Differential scanning calorimetry analyzed the phase transition heat of the hair in order to verify the efficacy of the composition in repairing the disulfide bonds of damaged hair mass. The differential scanning calorimetry has the action principle that the temperature of hair is gradually increased, disulfide bonds in the hair are gradually broken along with the increase of the temperature, and when the temperature is increased to a certain temperature, the disulfide bonds are almost instantly and completely broken, so that the temperature is called as the thermal transition temperature, and the transition temperature is an intuitive expression method for measuring the content of the internal disulfide bonds.
The natural hair of human body is not dyed, and the disulfide bond content is higher, so the bearable temperature is higher. After the hair is damaged, the disulfide bond "content" decreases, so it becomes no longer heat resistant. However, after the damaged hair is repaired, the thermal transition temperature can be obviously increased, so that the excellent repairing efficacy of the disulfide bond of the product is represented.
As can be seen from table 1: the phase inversion temperature (142.7 ℃) of the hair tresses treated with product B to which the composition was added was very close compared to the phase inversion temperature of the natural hair (147.8 ℃). However, the phase inversion temperature of the hair tresses treated with the compositions of comparative examples 1-5 was still close to that of the damaged hair tresses and not restored.
Therefore, the composition can repair broken disulfide bonds well, thereby allowing the thermal transition temperature of the hair strands to return to near undamaged levels.
2. Study on the Effect of the composition of the invention on the toughness of hair
The hair tresses were selected for parallel experiments, each hair tress weighing 6 g.
Taking 1 natural healthy hair bundle and 1 dyeing and ironing damaged hair bundle, processing by adopting the product A as two blank controls, combing the two hair bundles by a hair combing instrument, combing the hair bundles for 40 minutes continuously under 50 hair bundles per minute, counting broken hair fragments stripped in the combing process after combing is finished, and collecting data. In order to avoid accidental errors, a plurality of hair bundles of the same category are respectively selected, the experiment operation is repeated for 6 times, namely two groups of data are respectively recorded, and the average value of the two groups of data is taken.
Another 6 hair tresses of the dyed and ironed damaged hair tresses were treated with product B and conditioners containing the compositions described in comparative examples 1-5 (i.e., series of conditioner products prepared by adding the compositions corresponding to comparative examples 1-5 to product a), respectively, and labeled as test group, control group 1, control group 2, control group 3, control group 4, and control group 5, respectively. The same was done with a hair comb and the number of fragments was recorded. The operation was also repeated 6 times in order to avoid accidental errors.
The results of the experiment are shown in table 2:
TABLE 2 number of broken hairs combed
As can be seen from table 2: the hair conditioner B (test group) added with the composition of the invention in the example 2 can obviously reduce the broken hair fragments to 22 pieces, and compared with the hair conditioner B which is used for perming and dyeing damaged hair bundles and has the number of the broken fragments of 312 pieces, the toughness of the hair is obviously improved, and the number of the broken fragments is very close to that of natural healthy hair bundles and is 15 pieces. The number of broken hairs of different comparative examples is still large, and the hair quality is not obviously improved compared with the hair damaged by dyeing and perming.
Since the main factor in hair that plays a strong and tough role is the disulfide bond, this experiment demonstrates laterally that the disulfide bond of damaged hair mass is effectively repaired.
The above description is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, several modifications and additions can be made without departing from the method of the present invention, and these modifications and additions should also be regarded as the protection scope of the present invention.
Claims (7)
1. The composition for repairing the disulfide bond of the damaged hair is characterized by comprising the following raw materials in parts by weight: 1-3 parts of propylene glycol, 1-5 parts of glycine, 0.1-0.3 part of arginine, 0.5-3 parts of maleic acid, 1-6 parts of citric acid, 1-3 parts of triethanolamine and 5-10 parts of water.
2. The composition for repairing disulfide bonds of damaged hair according to claim 1, which comprises the following raw materials in parts by weight: 1-2 parts of propylene glycol, 2-4 parts of glycine, 0.1-0.2 part of arginine, 1-3 parts of maleic acid, 2-4 parts of citric acid, 1-2 parts of triethanolamine and 6-8 parts of water.
3. The composition for repairing disulfide bonds of damaged hair according to claim 1, which comprises the following raw materials in parts by weight: 2 parts of propylene glycol, 3.5 parts of glycine, 0.25 part of arginine, 3 parts of maleic acid, 3 parts of citric acid, 1.5 parts of triethanolamine and 7 parts of water.
4. A method for preparing a composition for repairing disulfide bonds in damaged hair according to any one of claims 1 to 3, comprising the steps of: sequentially adding glycine, arginine, maleic acid and citric acid into water, stirring at normal temperature until the glycine, the arginine, the maleic acid and the citric acid are completely dissolved, then adding propylene glycol and triethanolamine, and stirring uniformly until the mixture is colorless and transparent to obtain the composition.
5. The method for preparing a composition for repairing disulfide bonds in damaged hair according to claim 4, wherein the temperature of the mixing and stirring is 20 to 25 ℃ and the speed of the mixing and stirring is 200 to 800 rpm.
6. Use of a composition according to any one of claims 1 to 3 or obtained by the process according to claim 4 in shampoos, conditioners and essential hair oils.
7. The use according to claim 5, wherein the composition is added in an amount of 5% to 15% by weight of the shampoo, conditioner or hair essential oil.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202210567001.9A CN114869794A (en) | 2022-05-23 | 2022-05-23 | Composition for repairing disulfide bonds of damaged hair and preparation method and application thereof |
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| CN202210567001.9A CN114869794A (en) | 2022-05-23 | 2022-05-23 | Composition for repairing disulfide bonds of damaged hair and preparation method and application thereof |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4855130A (en) * | 1986-01-30 | 1989-08-08 | Wella Aktiengesellschaft | Hair treating compositions and processes for improving the condition of hair |
| JPH10175824A (en) * | 1996-12-12 | 1998-06-30 | Lion Corp | Hair restoring agent composition and hair cosmetic and hair strengtening agent using the same |
| JP2014218440A (en) * | 2013-05-01 | 2014-11-20 | 相互 秋田 | Hair repairing agent |
| CN111150668A (en) * | 2018-11-07 | 2020-05-15 | 株式会社爱茉莉太平洋 | Hair cosmetic composition |
| CN111526862A (en) * | 2017-12-29 | 2020-08-11 | 欧莱雅 | Composition for changing hair color |
-
2022
- 2022-05-23 CN CN202210567001.9A patent/CN114869794A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4855130A (en) * | 1986-01-30 | 1989-08-08 | Wella Aktiengesellschaft | Hair treating compositions and processes for improving the condition of hair |
| JPH10175824A (en) * | 1996-12-12 | 1998-06-30 | Lion Corp | Hair restoring agent composition and hair cosmetic and hair strengtening agent using the same |
| JP2014218440A (en) * | 2013-05-01 | 2014-11-20 | 相互 秋田 | Hair repairing agent |
| CN111526862A (en) * | 2017-12-29 | 2020-08-11 | 欧莱雅 | Composition for changing hair color |
| CN111150668A (en) * | 2018-11-07 | 2020-05-15 | 株式会社爱茉莉太平洋 | Hair cosmetic composition |
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