KR20180127735A - Composition for improving condition of damaged hair - Google Patents

Abstract

The present invention relates to a composition for improving condition of damaged hair. The composition for improving the condition of the damaged hair according to the present invention contains 1,6-diaminohexane dimaleate (1,6-DAHEDM) compounds. Since the composition recovers the disulfide bonds of hair damaged by frequent dyeing, discoloring, and perm procedures, the hair can be prevented from being damaged, an inner fiber structure of the hair can be strengthened and restored to healthy hair, and the strength of the hair can be greatly enhanced through recovery of the damaged hair.

Description

Technical Field [0001] The present invention relates to a composition for improving damaged hair,

The present invention relates to a composition for improving damaged hair, and more particularly, it relates to a composition for improving damaged hair, and more particularly, to a composition for restoring disulfide bonds of damaged hair due to frequent dyeing, decoloring and impregnation, Thereby restoring the hair to healthy hair.

In humankind, health and beauty are a means of satisfying oneself and showing herself to others. As life becomes more leisurely, people do not spare much effort, time and investment to be healthy and beautiful. As the level of culture is improved, the beauty of hair and body as well as face make-up is considered as important.

However, the high interest in these cosmetics leads to excessive hair cosmetic treatments such as perm, hair dryer, hair dyeing and nail polish coating, which also have adverse effects such as physical and chemical damage of hair and skin.

In addition, when shampooed, hair tends to be completely removed from naturally occurring ingredients such as scalp and hair, sebum, and moisturizing ingredients. Further, there is a side effect that the scalp and hair become dry, rough or even itchy This needs to be complemented.

In general, the hair is composed of a protein called keratin. Specifically, hair is a keratin protein containing 14-18% of cysteine among 18 kinds of amino acids. These keratin proteins are a very strong protein in mild conditions such as water or neutral solvents, but they can easily be damaged by physicochemical treatments for hair, such as combing in daily life, dry heat, dyeing, perm and the like.

In recent years, due to various physical, chemical, or environmental factors such as frequent perms, staining, etc., hair is damaged and the protein in the hair is eluted and becomes porous. As a result, hair becomes rough and loses gloss, The hair is difficult to be trimmed, the hair is easily cut off, the end is split, and the hair tends to be thin and the elasticity is lost, so that the hair does not vanish and the volume feeling is lost.

To solve these problems, there has been continuous research on compositions for hair to improve the softness of hair after washing or washing and to restore or strengthen damaged hair. As a result, various methods have been attempted and developed to provide a strong and continuous effect of hair conditioning.

For example, Korean Patent Laid-Open No. 10-2007-0038509 discloses a cosmetic agent containing an amino, amino acid or peptide conjugate of retinoic acid to prevent / treat phenomena associated with skin aging, It has a drawback that it is remarkably falling and is not continuous. U.S. Patent No. 5,490,980 discloses the use of transglutaminase, which forms an isopeptide bond between lysine and glutamine among the amino acids that make up the protein component of the human body such as hair, skin, nails and the like, Japanese Patent Publication No. 3567915 discloses a method of using a peptide having a molecular weight of 203 or more containing a lysine and / or glutamine residue in a molecule, a transglutaminase, Discloses a hair treatment agent containing a compound having a primary amine structure of a specific chemical formula.

However, transglutaminase, an enzyme used in the above-mentioned inventions, is an enzyme having a macromolecule having a molecular weight of about 38 kDa, which can easily act on the surface of hair, This effect is very limited because it has a drawback that it is difficult.

Accordingly, there is an urgent need for a composition for improving damaged hair, which can restore the hair damaged by various physical, chemical, or environmental factors to an original healthy condition.

Korean Patent Publication No. 10-2016-0064950 (published on June 08, 2016) Korean Patent Laid-Open No. 10-2014-0017416 (published Feb. 11, 2014) Domestic Registration No. 10-1510308 (Registered on April 02, 2015)

The present invention relates to a composition for improving hair damaged by restoring the disulfide bond of damaged hair due to frequent dyeing, discoloration, and impregnation, thereby preventing hair damage and strengthening internal fiber structure of hair to restore healthy hair .

The present invention also provides a composition for improving damaged hair, which is not harmful to a human body, has no side effects, and can further enhance the strength of hair through recovery of damaged hair.

The various problems to be solved by the present invention are not limited to the above-mentioned problems, and other problems not mentioned can be clearly understood by those skilled in the art from the following description.

The composition for improving damaged hair according to the present invention comprises a compound of 1,6-diaminohexane dimaleate (1,6-DAHEDM).

1,6-Diaminohexane dimaleate (1,6-diaminohexane) (Mw. = 116.21) was used as a starting material. The 1,6-diaminohexane dimaleate (1,6- 232.14 g (2 mole) of maleic acid (Mw. = 116.07) was added to 232 ml of distilled water. 232.14 g of maleic acid was added to 600 ml of purified water and stirred at room temperature (15 to 25 ° C) After the dissolved solution was prepared, 116.21 g of 1,6-diaminohexane was added over 1 hour while cooling the solution to 50 to 60 DEG C, and 1,6-diaminohexane 0.5 to 1.5 g of activated carbon is added to a solution containing hexane (1,6-diaminohexane) added thereto, stirred at 55 to 60 ° C for 50 to 70 minutes, filtered using a filter, The solution is allowed to stand for 10 to 13 hours or so to allow the primary crystals to precipitate from the filtered solution, and the precipitated primary The filtered solution containing the crystals was separated by using a vacuum filter to separate only the primary crystals to obtain a primary crystal. The primary crystals were separated and the remaining filtrate was filtered with a vacuum concentrator under a pressure of 725 to 735 mmHg 320 ml of water is evaporated and then cooled to a temperature of 5 to 10 ° C and left to stand for 10 to 13 hours or stored to precipitate a secondary crystal and the solution containing the precipitated secondary crystal is filtered using a vacuum filter Separating only the secondary crystals to obtain a secondary crystal, separating the secondary crystals and filtering the remaining filtrate by evaporating 130 to 170 ml of water under a pressure of 725 to 735 mmHg in a vacuum concentrator, And allowed to stand or hold for 10 to 13 hours to precipitate a third crystal, and the solution containing the precipitated third crystal is subjected to a third crystallization using a vacuum filter To obtain a tertiary crystal, collecting the obtained primary crystals, secondary crystals and tertiary crystals, and then drying in a hot-air drier at 78 to 82 ° C for 150 to 200 minutes to obtain 1,6-dia Diaminohexane dimaleate compound is characterized by the appearance of spherical or columnar crystals in the form of white crystals having a pH of 3.8 (10% solution) and a solubility of 45 % (20 占 폚), molecular weight (molecular weight; Mw.) May be 348.35.

The details of other embodiments are included in the detailed description.

The composition for improving damaged hair according to the present invention restores the disulfide bond of damaged hair due to frequent dyeing, discoloration, and impregnation, thereby preventing damage to hair and strengthening the internal fiber structure of hair to restore healthy hair .

In addition, the composition for improving damaged hair according to the present invention is not harmful to the human body, has no side effects, and further, the strength of the hair can be greatly enhanced through recovery of damaged hair.

It will be appreciated that embodiments of the technical idea of the present invention can provide various effects not specifically mentioned.

FIG. 1 is a photograph showing a 200-fold magnification of a crystal of 1,6-diaminohexane dimaleate (1,6-DAHEDM) prepared by the process of the present invention .
Figure 2 is a schematic representation of disulfide bonds of healthy hair.
Figure 3 is a schematic representation of the Thiol residue of damaged hair.
FIG. 4 and FIG. 5 are diagrams for explaining a method for restoring disulfide bonds of hair in the damaged hair improving composition according to the present invention.
6A and 6B are photographs depicting discoloration experiments of a hair modifier prepared using a 1,6-diaminohexane dimaleate (1,6-DAHEDM) compound.

Advantages and features of the present invention, and methods of accomplishing the same, will be apparent from and elucidated with reference to the embodiments described hereinafter in detail. However, the present invention is not limited to the embodiments described herein but may be embodied in other forms. Rather, the embodiments disclosed herein are provided so that the disclosure can be thorough and complete, and will fully convey the scope of the invention to those skilled in the art.

The terminology used in this application is used only to describe a specific embodiment and is not intended to limit the invention. The singular expressions include plural expressions unless the context clearly dictates otherwise.

Unless otherwise defined, all terms used herein, including technical or scientific terms, have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. Terms such as those defined in commonly used dictionaries are to be interpreted as having a meaning consistent with the meaning in the context of the relevant art and are to be construed as ideal or overly formal in meaning unless explicitly defined in the present application Do not.

Hereinafter, the composition for improving damaged hair according to the present invention will be described in detail with reference to the accompanying drawings.

The composition for improving damaged hair according to the present invention restores the disulfide bond of damaged hair due to frequent dyeing, discoloration, and impregnation, thereby preventing damage to hair and strengthening the internal fiber structure of hair to restore healthy hair Which is harmless to the human body, has no side effects, and can further enhance the strength of the hair through recovery of damaged hair.

That is, the disulfide bond (-SS-) of the hair is usually broken due to frequent dyeing, discoloration, and impregnation of the hair to damage the hair and increase the thiol (-SH) residue in the damaged hair. The composition for improving damaged hair according to the present invention can recover damaged hair by restoring the disulfide bond of damaged hair as described above.

The composition for improving damaged hair according to the present invention comprises a composition of 1,6-diaminohexane dimaleate (1,6-DAHEDM), wherein the 1,6-diaminohexane dimaleate (1,6-Diaminohexane dimaleate; 1,6-DAHEDM) compound may be a compound prepared by the following process.

FIG. 1 is a photograph showing a 200-fold magnification of a crystal of 1,6-diaminohexane dimaleate (1,6-DAHEDM) prepared by the process of the present invention .

1,6-diaminohexane Dimaleate (1,6- Diaminohexane dimaleate ; 1,6-DAHEDM) < / RTI >

First, 116.21 g (1 mole) of 1,6-diaminohexane (Mw. = 116.21) and 232.14 g (2 mole) of maleic acid (Mw. = 116.07) .

Next, 232.14 g of maleic acid was added to 600 ml of purified water and stirred at room temperature (15 to 25 ° C) for 1 hour to prepare a solution of maleic acid. Then, while cooling the solution to 50 to 60 ° C, 1,6- 116.21 g of 1,6-diaminohexane is added slowly over a period of 1 hour (pH 3.5 to 3.9).

Subsequently, 0.5 to 1.5 g of activated carbon was added to the solution to which 1,6-diaminohexane was added, and the mixture was stirred at 55 to 60 ° C for 50 to 70 minutes and then filtered using a filter And the filtered solution is cooled to a temperature of 5 to 10 DEG C and left to stand for 10 to 13 hours or to be stored so that the primary crystals are precipitated from the filtered solution.

Subsequently, the filtered solution containing the precipitated primary crystals is separated into only the primary crystals by using a vacuum filter to obtain a primary crystal.

Next, the primary crystals are separated and the remaining filtrate is evaporated in a vacuum concentrator at a pressure of 725 to 735 mmHg in a volume of 280 to 320 ml, and then cooled to a temperature of 5 to 10 ° C and left to stand for 10 to 13 hours or to be stored Whereby the secondary crystal is precipitated.

Next, the solution containing the precipitated secondary crystals is separated by only a secondary crystal using a vacuum filter to obtain a secondary crystal.

Subsequently, the secondary crystals are separated and the remaining filtrate is evaporated in a vacuum concentrator at 130 to 170 ml of water under a pressure of 725 to 735 mmHg, cooled to a temperature of 5 to 10 ° C and left to stand for 10 to 13 hours or stored , So that the third crystal is precipitated.

Next, the solution containing the precipitated tertiary crystals is separated into only the tertiary crystals by using a vacuum filter, thereby obtaining a tertiary crystal.

Next, the obtained primary crystals, secondary crystals and tertiary crystals were collected and dried in a hot-air dryer at 78 to 82 캜 for 150 to 200 minutes to obtain 1,6-diaminohexane dimaleate (1 , 6-diaminohexane dimaleate; 1,6-DAHEDM).

In the example according to the present invention, the 1,6-diaminohexane dimaleate (1,6-DAHEDM) compound produced by the above-mentioned production method has a yield of about 86.7% (that is, a yield = 302 g / 348.35 g = 86.7%). The crystals were spherical or columnar crystals having a pH of 3.8 (10% solution), a solubility of 45% (20 ° C) ; Mw.) Was 348.35.

The crystal of the 1,6-diaminohexane dimaleate (1,6-DAHEDM) compound prepared as described above is 200-fold magnified and is shown in FIG.

Hereinafter, with reference to the accompanying drawings, the principle of recovering hair by acting on damaged hair according to the present invention will be described in detail.

FIG. 2 is a schematic view showing a disulfide bond of healthy hair, FIG. 3 is a schematic view of a thiol residue of damaged hair, and FIGS. 4 and 5 are cross- In order to recover the disulfide bond.

Referring to FIG. 2, keratin is a major component of hair, and keratin, a fibrous protein polymer composed of 18 different amino acids, has one disulfide bond (-SS-) per 10 to 20 amino acid residues Characterized in that the disulfide bond determines the tertiary structure of the protein by folding. Representing the structure of keratin is the cystine represented by the formula HO ₂ CC (NH ₂ ) HCH ₂ S-SCH ₂ C (NH ₂ ) HCO ₂ H, and FIG. 2 schematically shows disulfide bonds formed in such healthy hair Fig.

Next, referring to FIG. 3, healthy hair is damaged due to various physical, chemical, or environmental factors such as frequent perms, dyeing, etc., so that the protein inside the hair is eluted and becomes porous. As a result, hair becomes rough, (- SS-) of the hair is broken due to frequent dyeing, discoloration, and impregnation. As a result, the hair is damaged as shown in FIG. 3, .

The present invention can be applied to the chiral (-SH) moiety of damaged hair to restore damaged disulfide bonds (-S-S-) as shown in Fig.

4, a composition of 1,6-diaminohexane dimaleate (1,6-DAHEDM), which is a composition for improving damaged hair according to the present invention, And the 1,6-diaminohexane dimaleate (1,6-DAHEDM) compound reacts with electrons to form an -SC- bond by reacting with the thiol (-SH) moiety and the 1,6-diaminohexane dimaleate , And can restore damaged hair in the -SC- - - CS- form as shown in Fig.

Best Mode for Carrying Out the Invention Hereinafter, with reference to the accompanying drawings, a detailed description will be given of experimental examples of the damaged hair improving composition according to the present invention.

<Experimental Example>

1,6-diaminohexane Dimaleate (1,6- Diaminohexane dimaleate ; 1,6-DAHEDM) Synthesis of hair improving agent

30 g (about 0.086 mole) of a 1,6-diaminohexane dimaleate (1,6-DAHEDM) compound prepared as described above, 0.1 g of hydroxypropyl chitosan, 1,6-diaminohexane dimaleate (1,6-DAHEDM) was prepared by mixing 0.5 g of hydrolyzed collagen, 0.1 g of phenoxy ethanol and 79.3 g of purified water, A hair improving agent using a composite was prepared.

Decolorization experiment

The decolorization experiment was performed using the hair improving agent prepared as described above.

In the decolorization experiment, a hair sample of a subject having damaged hair was divided into two halves, and one of the hair-removing agents was not added, and the other was subjected to a decolorizing experiment by adding a hair-improving agent.

In the decolorization experiment, 10 g of decolorizing agent was mixed with 20 g of a 6% hydrogen peroxide aqueous oxidizing agent, and 2 ml of the hair improving agent prepared as described above was added and uniformly mixed to prepare a decolorizing solution.

Then, the bleaching agent solution was uniformly applied to the hair sample of the subject, then left at room temperature for 20 minutes, washed with shampoo, towel-dried, and then dried with a hot air for 1 minute.

The sensory evaluation was performed on the comparative experiment as described above, and the results are shown in Table 2 below. The sensory test was performed on three subjects who were professionally applied to the sensory test. The score and evaluation criteria were 5 - point scoring method, Table 1].

score Evaluation standard 5 Very good 4 good 3 usually 2 Poor One Very bad

Test solution Decolorization degree Moisture power Elasticity Polish Decolorizing solution 4 2 2 3 Decolorant Solution + Hair Conditioner 2 ml 4 3 4 4

6A and 6B are photographs depicting discoloration experiments of a hair modifier prepared using a compound of 1,6-diaminohexane dimaleate (1,6-DAHEDM) FIG. 6B is a photograph showing a state after decoloring experiment using 2 ml of decoloring solution + hair improving agent. FIG.

Referring to FIGS. 6A, 6B, and Table 2, the hair modifier prepared by using 1,6-diaminohexane dimaleate (1,6-DAHEDM) It was found that there was no effect of increasing

However, the hair improving agent prepared using the above-mentioned 1,6-diaminohexane dimaleate (1,6-DAHEDM) composition is more excellent in moisture resistance, elasticity and gloss than the decolorizing solution alone I could confirm.

While the present invention has been described in connection with what is presently considered to be the most practical and preferred embodiment, it is to be understood that the invention is not limited to the disclosed embodiments, but, on the contrary, It will be possible. It is therefore to be understood that one embodiment described above is illustrative in all aspects and not restrictive.

Claims (2)

A composition for improving damaged hair, characterized in that it comprises a compound of 1,6-diaminohexane dimaleate (1,6-DAHEDM).
The method according to claim 1,
The above 1,6-diaminohexane dimaleate (1,6-DAHEDM)
116.21 g (1 mole) of 1,6-diaminohexane (Mw. = 116.21) and 232.14 g (2 mole) of maleic acid (Mw. = 116.07)
232.14 g of maleic acid was added to 600 ml of purified water and stirred at room temperature (15 to 25 ° C) for 1 hour to prepare a solution of maleic acid. The solution was cooled to 50 to 60 ° C and 1,6-diaminohexane 1,6-diaminohexane) was added over 1 hour,
0.5 to 1.5 g of activated carbon is added to the solution to which 1,6-diaminohexane is added, stirred at 55 to 60 ° C for 50 to 70 minutes, filtered using a filter, The filtered solution is cooled to a temperature of 5 to 10 DEG C and left to stand for 10 to 13 hours or to be stored so that the primary crystals are precipitated from the filtered solution,
By separating only the primary crystals from the filtered solution containing the precipitated primary crystals using a vacuum filter, a primary crystal is obtained,
The primary solution is separated and the remaining filtrate is evaporated in a vacuum concentrator at a pressure of 725 to 735 mmHg in a volume of 280 to 320 ml and then cooled to a temperature of 5 to 10 ° C and left to stand for 10 to 13 hours, Allowing the secondary crystals to precipitate,
A solution containing the precipitated secondary crystals is separated into only secondary crystals by using a vacuum filter to obtain secondary crystals,
The secondary solution is separated and the remaining filtrate is evaporated in a vacuum concentrator at a pressure of 725 to 735 mmHg in an amount of 130 to 170 ml and then cooled to a temperature of 5 to 10 ° C and left to stand for 10 to 13 hours, Allowing the third crystal to precipitate,
By separating only the tertiary crystals from the solution containing the precipitated tertiary crystals by using a vacuum filter, a tertiary crystal is obtained,
The obtained primary crystals, secondary crystals and tertiary crystals are combined and dried in a hot air dryer at 78 to 82 캜 for 150 to 200 minutes to prepare a 1,6-diaminohexane dimaleate compound,
The composition of the 1,6-diaminohexane dimaleate compound is a white crystal showing spherical or columnar crystals, having a pH of 3.8 (10% solution), a solubility of 45% (20 ° C) molecular weight (Mw.) is 348.35.

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