CN113520891A

CN113520891A - Preparation method and application of dopamine hair dye

Info

Publication number: CN113520891A
Application number: CN202110834751.3A
Authority: CN
Inventors: 范震; 孙敏; 王琮钰; 孙宇
Original assignee: Tongji University
Current assignee: Tongji University
Priority date: 2021-07-23
Filing date: 2021-07-23
Publication date: 2021-10-22

Abstract

A method for preparing dopamine hair dye and its application are provided. A dopamine hair dye comprises two parts of dopamine and a transition metal chelator; the dopamine is self-assembled into nano particles under the action of a transition metal chelating agent and can be adsorbed on the surface of hair. The weight ratio of the dopamine to the transition metal chelating agent is (12: 1) - (6: 5). The transition metal chelating agent is iron ions. A preparation method of the dopamine hair dye comprises the following preparation steps: dissolving dopamine powder solid in a first type of solvent to prepare a solution; stirring at room temperature to dissolve; adding a transition metal chelating agent into the prepared solution, and waiting for a period of time to obtain the dopamine hair dye. The invention relates to a dopamine rapid hair dye in a mild environment, abandons the traditional alkaline environment and strong oxidant conditions, and has good dyeing ability and biocompatibility. Has the advantages of faster hair dyeing speed, less environmental pollution, safety, effectiveness and convenient use.

Description

Preparation method and application of dopamine hair dye

Technical Field

The invention belongs to the field of daily chemical articles, and relates to preparation and application of a dopamine hair dye.

Background

Melanin is a biological pigment, usually present as nanoparticles. Human hair color is mainly determined by natural pigments such as melanin, and with age, melanocytes forming pigments decrease, and melanin production decreases, resulting in whitening hair. Hair dyes are becoming increasingly indispensable daily chemical articles in life.

In ancient times people colored hair with natural materials, while with the development of modern chemical industry, synthetic hair dyes have taken a leading position in the market. The synthetic hair dye generally consists of three components, namely an intermediate, a coupling agent and an oxidant. The hair dyeing principle is that firstly, the scales on the surface of the hair are opened in the alkaline environment such as ammonia water and the like, so that various components enter the interior of the hair, then the intermediate agent is oxidized by the oxidant to be developed, and the intermediate agent is connected with the coupling agent and adhered to the hair, thereby achieving the purpose of dyeing the hair. The intermediate is typically an aromatic amine, such as p-phenylenediamine, which is the most widely used intermediate in commercial hair dyes. The hair dye can cause certain damage to human bodies. For example, p-phenylenediamine is one of the major causes of dermatitis due to hair coloring. According to the existing research on sensitization reaction of p-phenylenediamine, 71.4% of patients have itching feeling, 8.6% of patients have pricking feeling, and 1% of patients have burning feeling or pricking feeling. Furthermore, studies have shown that the use of synthetic hair dyes increases the risk of basal cell carcinoma, breast cancer and ovarian cancer. Bleaching agents/oxidants such as hydrogen peroxide and the like with toxic and side effects and irritation, alkaline reagents such as ammonia water and the like also have serious harm and irritation to human skin.

In view of the disadvantages of synthetic hair dyes, there have been many new approaches to new hair dyes in recent years. The rise of nanotechnology makes nanoparticle hair dyes attract attention, and nanoparticles such as gold, silver, graphene and the like have been successfully applied to the field of hair dyes. However, these methods also suffer from relatively slow pigmentation, poor biocompatibility, impaired hair heat retention, and the like. Therefore, the naturally-produced melanin nanoparticles are ideal for dyeing, and the development of a novel convenient, durable, safe and non-irritant hair dye has great practical significance.

Dopamine is a natural molecule widely existing in the natural world, has good adsorption performance, and is receiving attention because it can generate melanin analogue dopamine through chelation. Retrieving relevant work and patent findings at home and abroad: although the work of dyeing hair with dopamine as a raw material has been reported, most of the work is carried out under the conditions of an alkaline environment harmful to human bodies and a strong oxidant. The work of dyeing hair under mild conditions is currently well documented. And most of dopamine hair dyeing work needs a long time to react, which is not beneficial to result conversion. Moreover, most work can only achieve a white to black hair transition, not satisfying the individual color choice.

Disclosure of Invention

In order to solve the above problems, the present invention provides a dopamine hair dye, which solves the problems of hair quality damage, long dyeing time and single color caused by the existing hair dye.

In order to achieve the above purpose, the solution of the invention is as follows:

a dopamine hair colorant comprising: dopamine and transition metal chelators.

A dopamine hair dye is prepared by self-assembling dopamine into nanoparticles under the action of transition metal chelating agent, and adsorbing on hair surface.

The weight ratio of the dopamine to the transition metal chelating agent is (12: 1) - (6: 5), and the preferable weight ratio is 6: 1.

The transition metal chelating agent is iron ions.

A preparation method of a dopamine hair dye comprises the following preparation steps:

(1) preparation of dopamine solution

Dissolving the dopamine powder solid in a first type of solvent to prepare a solution. The mixture was stirred at room temperature to dissolve.

(2) Dyeing step

Adding a transition metal chelating agent into the solution prepared in the step (1). Waiting for a period of time, such as 0.5-3 minutes.

Wherein, in the step (1), the mass concentration of the dopamine solution is 1-10 mg/mL; alternatively, the first and second electrodes may be,

the first solvent is one or more of distilled water and PBS buffer solution.

In the step (2), the transition metal chelating agent is iron ions; alternatively, the first and second electrodes may be,

the concentration of the transition metal chelating agent is 0.5mg/mL-50 mg/mL; alternatively, the first and second electrodes may be,

Due to the adoption of the scheme, the invention has the beneficial effects that:

firstly, the transition metal is chelated with the dopamine and the hair surface, the self-assembly of the dopamine can be promoted by the chelation, and the deposition of a self-assembly body on the hair surface can be accelerated at the same time, and the method does not adopt any artificially synthesized polymer to assist the self-assembly to form microspheres;

the second, and in addition different concentrations of transition metal ions and different chelation times possess different chelation characteristics, such that the self-assemblies formed differ, leading to differences in the final color. The use of the transition metal in the present invention can accelerate the hair dyeing process and achieve color selection to a certain extent.

Thirdly, the dopamine hair dye provided by the invention can be used for adjusting the color by changing experimental parameters, the color is not easy to wash away after being kept for a long time, the washing water is clean and has little pollution to the environment, the biocompatibility is high, toxic and side effects such as sensitization and the like are avoided, and the dopamine hair dye has wide application value.

Drawings

FIG. 1 is a graph showing the hair dyeing effect of a commercial hair dye and a dopamine hair dye in accordance with a first embodiment of the present invention; wherein: the figure 1 is a figure of the hair dyeing effect of the commercial hair dye in the example 1, and the figure 2 is a figure of the hair dyeing effect of the self-made dopamine hair dye in the example 1.

Fig. 2 is a graph comparing the blackness values of the dopamine hair dye and the commercial hair dye in the first embodiment of the present invention.

FIG. 3 is a graph showing the staining effect of 10mg/mL dopamine solution and different concentrations of ferric chloride solution in the second and third embodiments of the present invention. Wherein: 1 is a picture of hair without dyeing treatment; 2 is a graph of the staining effect of the dopamine solution with the concentration of 10mg/mL and the ferric chloride solution with the concentration of 10mg/mL in the second embodiment; 3 is a graph of the staining effect of the dopamine solution 10mg/mL and the ferric chloride solution 50mg/mL in the third example.

FIG. 4 is a graph showing the comparison of the blackness values of hair dyed by 10mg/mL dopamine solution and different concentrations of ferric trichloride solution in the second and third embodiments of the present invention.

FIG. 5 is a graph showing the dyeing effect of the dopamine solution and the ferric chloride solution at different time points in the fourth, fifth, sixth, seventh, eighth and ninth embodiments of the invention. Wherein: 1 is an effect chart of dyeing the hair for 30 seconds by using a 1mg/mL dopamine solution and a 0.5mg/mL ferric trichloride solution in the fourth example; 2 is an effect chart of 1mg/mL dopamine solution and 0.5mg/mL ferric trichloride solution for dyeing hair for 1 minute in the fifth embodiment; 3 is an effect chart of dyeing hair for 5 minutes by using 1mg/mL dopamine solution and 0.5mg/mL ferric trichloride solution in the sixth embodiment; 4 is an effect chart of dyeing the hair for 30 seconds by using a 1mg/mL dopamine solution and a 1mg/mL ferric trichloride solution in the seventh embodiment; 5 is an effect chart of dyeing the hair for 1 minute by using 1mg/mL dopamine solution and 1mg/mL ferric trichloride solution in the example VIII; -6 is the effect chart of dyeing hair for 5 minutes by using 1mg/mL dopamine solution and 1mg/mL ferric trichloride solution in example nine.

FIG. 6 is a graph showing the comparison of the staining blackness values of 1mg/mL dopamine solution and 0.5mg/mL ferric chloride solution at different time points in the fourth, fifth and sixth examples of the present invention.

FIG. 7 is a comparison graph of the staining blackness values of 1mg/mL dopamine solution and 1mg/mL ferric chloride solution at different time points in seven, eight and nine samples according to the invention.

FIG. 8 is a graph showing the comparison of the dyeing blackness values of 1mg/mL dopamine solution and different concentrations of ferric chloride solution at different time points in the fourth, fifth, sixth, seventh, eighth and ninth embodiments of the present invention.

Detailed Description

The invention provides a preparation method and application of a dopamine hair dye.

Dopamine hair dye:

a dopamine hair colorant comprising: dopamine and transition metal chelators.

Wherein, the dopamine is self-assembled into nano-particles under the action of the transition metal chelating agent and is adsorbed on the surface of hair.

The preparation method of the dopamine hair dye comprises the following steps:

the preparation method of the dopamine hair dye comprises the following steps:

(1) preparation of dopamine solution

(2) Dyeing step

Adding a transition metal chelator to the solution of step (1). Waiting for 0.5-3 minutes.

the first solvent is one or more of distilled water and PBS buffer solution.

Application of the dopamine hair dye:

the dopamine hair dye can realize rapid dyeing in a mild environment.

Dopamine can accelerate oxidative polymerization and self-assembly under the auxiliary action of a transition metal ion chelating agent. The formed melanin-like assembly is adhered to the surface of hair through hydrogen bonding and metal chelation to complete the dyeing process. The dyeing is completed through the surface deposition of the melanoid assembly, so that the hair damage caused by the entry of dye molecules into the hair is avoided. Meanwhile, the mild environment also avoids the stimulation to the human body. Therefore, the dopamine hair dye disclosed by the invention is widely suitable for dyeing hair and has a good application prospect.

The invention will be further described with reference to examples of embodiments shown in the drawings.

Example one

The embodiment provides a preparation method of a dopamine hair dye, which comprises the following steps:

(1) dyeing step of commercial hair dye

Selecting gray hair samples, cutting the gray hair samples to be about 3cm short, extruding a little of commercial hair dye paste, uniformly coating the hair dye paste on the hair samples, putting the hair dye paste into a 5mL centrifuge tube, and waiting for half an hour. The hair samples were taken out and rinsed five times with running water and then air dried.

(2) Dyeing step by using dopamine coloring agent

30mg of dopamine powder solid was dissolved in 3mL of distilled water to prepare a solution. The mixture was stirred at room temperature to dissolve. 10mg of ferric chloride hexahydrate powdery solid was dissolved in 1mL of distilled water to prepare a solution. The mixture was stirred at room temperature to dissolve. To 3mL of 10mg/mL dopamine solution, 0.5mL of 10mg/mL ferric chloride solution was added and the mixture was allowed to stand for 1 minute. The weight ratio of dopamine to transition metal is 6: 1, and under the weight ratio, the hair can be dyed to a darker degree, the hair dyeing effect is not different from that of a commercial hair dye, and the concentration of transition metal ions is not too high so as to reduce the damage to the body as much as possible.

A gray hair sample is selected, cut to be about 3cm short, and placed into a 5mL centrifuge tube. The solution was poured into a centrifuge tube until the hair sample was submerged and allowed to wait for 10 minutes. The hair samples were taken out and rinsed five times with running water and then air dried.

As shown in figure 1, the hair sample dyed by the commercial hair dye has similar color and dyeing effect with the hair sample dyed by the home-made dopamine hair dye. The jete j software was used to calculate the jetness value of the hair sample dyed with the commercial hair dye to be 0.73 and the jetness value of the hair sample dyed with the home-made dopamine hair dye to be 0.76. The blackness value is calculated as follows: the RGB value of the sample was calculated by imageJ (I ═ I)_R+I_G+I_B) The hair sample without dyeing treatment was then used as control (I)₀) Jetness value ═ I (I-I)₀) And I. Ratio of passageCompared with the difference of the blackness values, the hair dyeing effect of the self-made dopamine hair dye is better than that of the commercial hair dye.

The invention relates to a dopamine rapid hair dye in a mild environment, which abandons the traditional alkaline environment and strong oxidant conditions, adopts the action of a transition metal ion chelating agent, and does not damage hair and human body while ensuring the hair dyeing effect. A certain degree of color selection can be realized by adjusting the concentration of each component in the dyeing process and controlling the dyeing time. The hair dye provided by the invention is a natural molecule, and has good dyeing ability and biocompatibility.

Example two

(1) preparation of hair dyeing stock

30mg of dopamine powder solid was dissolved in 3mL of distilled water to prepare a solution. The mixture was stirred at room temperature to dissolve. 10mg of ferric chloride hexahydrate powdery solid was dissolved in 1mL of distilled water to prepare a solution. Stirring at room temperature to dissolve

(2) Dyeing step

To 3mL of 10mg/mL dopamine solution was added 0.5mL of 10mg/mL ferric chloride solution. Waiting for 0.5 minutes; the weight ratio of dopamine to transition metal is 6: 1.

(3) Step of in vitro staining

As shown in fig. 3, the hair sample appeared uniformly black. The jetage j software was used to calculate the jetness value of the hair sample to be 0.76. The self-made dopamine hair dye has the advantages of rapid hair dyeing, small damage to human bodies, black hair dyeing degree in a short time, and wide application in the field of hair dyeing.

EXAMPLE III

(1) preparation of hair dyeing stock

30mg of dopamine powder solid was dissolved in 3mL of distilled water to prepare a solution. The mixture was stirred at room temperature to dissolve. 50mg of ferric chloride hexahydrate powdery solid was dissolved in 1mL of distilled water to prepare a solution. The mixture was stirred at room temperature to dissolve.

(2) Dyeing step

To 3mL of 10mg/mL dopamine solution was added 0.5mL of 50mg/mL ferric chloride solution. Waiting for 1 minute; the weight ratio of dopamine to transition metal is 6: 5.

(3) Step of in vitro staining

As shown in fig. 3, the hair sample exhibited a uniform greenish black color. The blackness value of the hair sample was calculated to be 0.66 using imageJ software, and the RGB values were calculated to be 67(R), 70(G), 58(B), respectively, and expressed as greenish black.

Example four

(1) preparation of hair dyeing stock

3mg of dopamine powder solid was dissolved in 3mL of distilled water to prepare a solution. The mixture was stirred at room temperature to dissolve. 1mg of ferric chloride hexahydrate powdery solid was dissolved in 2mL of distilled water to prepare a solution. The mixture was stirred at room temperature to dissolve.

(2) Dyeing step

To 3mL of 1mg/mL dopamine solution was added 0.5mL of 0.5mg/mL ferric chloride solution. Waiting for 2 minutes; the weight ratio of dopamine to transition metal is 12: 1.

(3) Step of in vitro staining

A gray hair sample is selected, cut to be about 3cm short, and placed into a 5mL centrifuge tube. The solution was poured into the centrifuge tube until no hair sample was obtained and allowed to wait for 30 seconds. The hair samples were taken out and rinsed five times with running water and then air dried.

As shown in fig. 5, the hair sample appeared uniformly light black. The jetage j software was used to calculate the jetness value of the hair sample to be 0.58.

EXAMPLE five

(1) preparation of hair dyeing stock

(2) Dyeing step

To 3mL of 1mg/mL dopamine solution was added 0.5mL of 0.5mg/mL ferric chloride solution. Waiting for 1 minute; the weight ratio of dopamine to transition metal is 12: 1.

(3) Step of in vitro staining

A gray hair sample is selected, cut to be about 3cm short, and placed into a 5mL centrifuge tube. The solution was poured into a centrifuge tube until the hair sample was submerged and allowed to wait for 1 minute. The hair samples were taken out and rinsed five times with running water and then air dried.

As shown in fig. 5, the hair sample appeared uniformly light black. The jetage j software was used to calculate the jetness value of the hair sample to be 0.67.

EXAMPLE six

(1) preparation of hair dyeing stock

(2) Dyeing step

(3) Step of in vitro staining

A gray hair sample is selected, cut to be about 3cm short, and placed into a 5mL centrifuge tube. The solution was poured into a centrifuge tube until no hair sample was obtained and allowed to wait for 5 minutes. The hair samples were taken out and rinsed five times with running water and then air dried.

As shown in fig. 5, the hair sample appeared uniformly light black. The jetage j software was used to calculate the jetness value of the hair sample to be 0.67. At a weight ratio of dopamine to transition metal of 12: 1, the jetness value of the hair sample is also reduced, and the hair dyeing process is substantially completed in about 1 minute.

EXAMPLE seven

(1) preparation of hair dyeing stock

3mg of dopamine powder solid was dissolved in 3mL of distilled water to prepare a solution. The mixture was stirred at room temperature to dissolve. 2mg of ferric chloride hexahydrate powdery solid was dissolved in 2mL of distilled water to prepare a solution. The mixture was stirred at room temperature to dissolve.

(2) Dyeing step

To 3mL of 1mg/mL dopamine solution was added 0.5mL of 1mg/mL ferric chloride solution. Waiting for 2 minutes; the weight ratio of dopamine to transition metal is 6: 1.

(3) Step of in vitro staining

As shown in fig. 5, the hair sample exhibited a uniform dark black color. The jetage j software was used to calculate the jetness value of the hair sample to be 0.73.

Example eight

(1) preparation of hair dyeing stock

(2) Dyeing step

To 3mL of 1mg/mL dopamine solution was added 0.5mL of 1mg/mL ferric chloride solution. Waiting for 1 minute; the weight ratio of dopamine to transition metal is 6: 1.

(3) Step of in vitro staining

As shown in fig. 5, the hair sample exhibited a uniform dark black color. The jetage j software was used to calculate the jetness value of the hair sample to be 0.75.

Example nine

(1) preparation of hair dyeing stock

(2) Dyeing step

To 3mL of 1mg/mL dopamine solution was added 0.5mL of 1mg/mL ferric chloride solution. Waiting for 3 minutes; the weight ratio of dopamine to transition metal is 6: 1.

(3) Step of in vitro staining

As shown in fig. 5, the hair sample exhibited a uniform dark black color. The jetage j software was used to calculate the jetness value of the hair sample to be 0.76.

Compared with commercial hair dyes and other dopamine dyeing methods, the method disclosed by the invention has the advantages that under the same environmental conditions, the method has the advantages of higher hair dyeing speed and less environmental pollution, is safe, effective and convenient to use, can be used in a household hair dyeing scene, and has good practical value.

In conclusion, the dopamine hair dye disclosed by the invention accelerates the dyeing process by utilizing the metal ion chelating agent, and the dyeing process is simple and rapid. The traditional conditions such as alkalinity, strong oxidizing property and the like are abandoned in the dyeing process, so that the dyeing agent disclosed by the invention has good safety and biocompatibility. A certain degree of color selection can be realized through the selection of the metal ion chelating agent and the adjustment of the concentration of each component in the dyeing process. Therefore, the hair dye provided by the invention has wide application prospect in the field of hair dyeing.

The previous description of the disclosed embodiments is provided to enable any person skilled in the art to make or use the present invention. It will be readily apparent to those skilled in the art that various modifications to these embodiments may be made, and the generic principles described herein may be applied to other embodiments without the use of the inventive faculty. Therefore, the present invention is not limited to the above embodiments, and those skilled in the art should make improvements and modifications within the scope of the present invention based on the disclosure of the present invention.

Claims

1. A dopamine hair dye is characterized in that: the hair dye comprises two parts, namely dopamine and a transition metal chelator; the dopamine is self-assembled into nano particles under the action of a transition metal chelating agent and can be adsorbed on the surface of hair.

2. The dopamine hair colorant of claim 1, wherein: the weight ratio of the dopamine to the transition metal chelating agent is (12: 1) - (6: 5).

3. The dopamine hair colorant of claim 1, wherein: the weight ratio of dopamine to transition metal chelating agent is 6: 1.

4. The dopamine hair colorant of claim 1, wherein: the transition metal chelating agent is iron ions.

5. A method for preparing the dopamine hair dye agent according to any one of claims 1 to 4, which comprises the following preparation steps:

(1) preparation of dopamine solution

Dissolving dopamine powder solid in a first type of solvent to prepare a solution; stirring at room temperature to dissolve;

(2) dyeing step

And (2) adding a transition metal chelating agent into the solution obtained in the step (1), and waiting for a period of time to obtain the dopamine hair dye.

6. The method for preparing a dopamine hair dye according to claim 5, wherein: in the step (1), the mass concentration of the dopamine solution is 1-10 mg/mL.

7. The method for preparing a dopamine hair dye according to claim 5, wherein: in the step (1), the first solvent is one or more of distilled water and PBS buffer solution.

8. The method for preparing a dopamine hair dye according to claim 5, wherein: the transition metal chelating agent is iron ions.

9. The method for preparing a dopamine hair dye according to claim 5, wherein: the concentration of the transition metal chelator in the dopamine hair dye is 0.5mg/mL-50 mg/mL.

10. The method for preparing a dopamine hair dye according to claim 5, wherein: the weight ratio of the dopamine to the transition metal chelating agent is (12: 1) - (6: 5).

11. The method for preparing a dopamine hair dye according to claim 5, wherein: the weight ratio of dopamine to transition metal chelating agent is 6: 1.

12. The method for preparing a dopamine hair dye according to claim 5, wherein: the waiting time is, for example, 0.5 to 3 minutes.