CN105748310B - A kind of synergist and its preparation and application - Google Patents
A kind of synergist and its preparation and application Download PDFInfo
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- CN105748310B CN105748310B CN201410778954.5A CN201410778954A CN105748310B CN 105748310 B CN105748310 B CN 105748310B CN 201410778954 A CN201410778954 A CN 201410778954A CN 105748310 B CN105748310 B CN 105748310B
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- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- YSVBPNGJESBVRM-UHFFFAOYSA-L disodium;4-[(1-oxido-4-sulfonaphthalen-2-yl)diazenyl]naphthalene-1-sulfonate Chemical compound [Na+].[Na+].C1=CC=C2C(N=NC3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)O)=CC=C(S([O-])(=O)=O)C2=C1 YSVBPNGJESBVRM-UHFFFAOYSA-L 0.000 description 1
- 229960000735 docosanol Drugs 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 231100000640 hair analysis Toxicity 0.000 description 1
- 230000003648 hair appearance Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012676 herbal extract Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 231100000243 mutagenic effect Toxicity 0.000 description 1
- 230000003505 mutagenic effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- QANCZOOABLPKBN-UHFFFAOYSA-N octadecan-5-ol Chemical compound CCCCCCCCCCCCCC(O)CCCC QANCZOOABLPKBN-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 229960002969 oleic acid Drugs 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical group O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229920000056 polyoxyethylene ether Polymers 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229940071089 sarcosinate Drugs 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000015424 sodium Nutrition 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229960004274 stearic acid Drugs 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000012747 synergistic agent Substances 0.000 description 1
- 239000000979 synthetic dye Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
The invention belongs to cosmetics industry technical fields, and in particular to a kind of synergist and its preparation and application.Synergist is shown in Formulas I, and the synergist is used in hair dye, as hair dyeing synergist.Food dye that the European Union of synergist and the high security of the present invention ratifies, cosmetic dyes mixs, and instead of the hair dye for having the hypersensitive p-phenylenediamine of genotoxicity, carcinogenicity at present, human body no longer worries toxicity and allergy sex chromosome mosaicism when using hair dye.Brownish black hair dye can be directly red under the premise of need not be to bleached hair by the hair dye, and have excellent dyeability and fastness to washing.
Description
Technical Field
The invention belongs to the technical field of cosmetic industry, and particularly relates to a synergist and preparation and application thereof.
Background
At present, the hair dye accounting for 80% of the market is a p-phenylenediamine permanent hair dye, the first agent of the hair dye comprises oxidation dye, a coupling component, an alkaline substance and the like, the main component of the second agent is high-concentration hydrogen peroxide, the basic substance of the first agent is used for opening hair scales, the oxidation dye and the coupling component enter a hair cortex, the oxidation dye entering the hair cortex and the coupling component are subjected to oxidation reaction by the second agent containing the hydrogen peroxide, a macromolecular dye is formed in the hair cortex, and the macromolecular dye cannot penetrate through narrow gaps between the hair scales, so the hair dye has excellent washing fastness and light fastness. However, a great deal of recent literature reports that oxidation dyes and coupling components such as p-phenylenediamine and resorcinol are highly toxic and carcinogenic and often cause skin allergic reactions to different degrees. In addition, the alkaline substance used in the first agent has odor, and the strong alkalinity (pH 10-11) can seriously lose the hair quality, make the hair lose luster, and make the hair brittle and breakable, so that the toxic and side effects and safety problems of the related p-phenylenediamine permanent hair dyes are more and more worthy of attention, and the developed countries have long paid high attention to and researched the carcinogenicity brought by the hair dyes.
In order to solve the problem that p-phenylenediamine permanent hair dyes are harmful to health and meet the requirements of consumers on safe and nontoxic hair dyes, Chinese and Indian hair dye manufacturers propose plant hair dyes including Haina, the hair dyes are slow in dyeing speed, can finish dyeing within several hours under most conditions, are poor in stability, greatly influenced by external factors, are not ideal in color fastness after dyeing, are inconvenient to use, and do not solve the toxicity problem.
The hair dye does not contain hydrogen peroxide and p-phenylenediamine substances, overcomes the defect that p-phenylenediamine hair dyes have toxicity and harm to human bodies, but the dyes used by the hair dyes are difficult to diffuse into the interior of hair due to large molecular weight, are slow in dyeing speed and generally need to be heated to more than 40 ℃, the dyeing time is generally more than 40 minutes, and the hair dyes need to be dyed into target colors for a plurality of times, the fading Color effect is seriously not reached, in addition, the selected acid dyes and alkaline dyes are easy to pollute scalp, and all have Color phenomena to the skin, the hair dyeing phenomenon is reduced by using alkaline hair dye, and the hair dye is prepared by using alkaline hair dye before hair dyeing, hair dyeing auxiliary hair dye is prepared by using alkaline hair dye, namely, hair dye removal auxiliary hair dye is prepared by using alkaline hair dye water, hair dye removal auxiliary hair dye is prepared by using alkaline hair dye, hair dye removal water, hair dye removal auxiliary hair dye is prepared by using alkaline hair dye, hair dye removal water is prepared by using alkaline hair dye, hair dye removal auxiliary hair dye is prepared by using alkaline hair dye, hair dye removal water is prepared by using alkaline water is prepared by using dry hair dye, and is prepared by using alkaline water, and is prepared by using alkaline hair dye removal after hair dye removal, and is prepared by using alkaline hair dye removal methods, and is prepared by using dry hair dye removal methods, and is prepared by using alkaline hair dye removal methods, and is prepared by using dry hair dye removal methods, and is used for hair dye removal methods, and is prepared by using dry hair dye removal methods, and is used.
In the market, the red hair dye needs to use oxidizing substances such as hydrogen peroxide to bleach the melanin in black hair so as to show red effect during hair dyeing. According to the requirement, the bleaching process and the dyeing process can be carried out simultaneously, or the hair can be bleached first and then dyed. The consumer generally cannot observe the bleached hair color due to the color coverage of the hair dye, but the dyed hair will appear pale yellow after the color is faded, and the dyed hair cannot recover the original black color of the hair after the color is faded because the purple melanin of the hair is destroyed in the bleaching process. For the purpose, no commercial hair dye is available that can dye black hair red without bleaching.
Red-tone Hair dyes are more susceptible to fading than other colors because the red dye molecules formed after dyeing are smaller than those of other colors, diffuse more easily from the interior of Hair through the Hair and scale gaps, fade more rapidly than other colors when washed, and are more susceptible to damage by ultraviolet rays in the sun (Bouillon C, Wilkinson j. The color fading is serious, the durability is poor, and the common problem to be solved urgently is the red-tone hair dye.
According to the above description, it is known that the existing hair dyes have respective defects, and no hair dye which is safe to human bodies, convenient to use, lasting in color and free of pollution to scalps is available.
Disclosure of Invention
The invention aims to provide a synergist with a novel structure, and preparation and application thereof.
In order to achieve the purpose, the invention adopts the technical scheme that:
a synergist, which is shown in a formula I,
a preparation method of a synergist comprises the following reaction formula:
reacting sodium cysteine with chloroacetyl chloride at the temperature of-10-50 ℃ and the pH value of 2-10 for 0.5-3 hours under the action of an acid binding agent to obtain 2- (2-chloroacetimide) -3-mercaptopropionic acid, and reacting the 2- (2-chloroacetimide) -3-mercaptopropionic acid with thiourea at the temperature of 0-100 ℃ for 130 hours to prepare the synergist 2- (2- (formamidine mercapto) acetamido) -3-mercaptopropionic acid shown in the formula I;
wherein,
the mol ratio of the chloracetyl chloride to the sodium cysteine to the acid-binding agent is 1-2:1: 1-5;
the molar ratio of the 2- (2-chloroacetimide) -3-mercaptopropionic acid to the thiourea is 1: 1-2.
The preparation method is preferably that sodium cysteine reacts with chloroacetyl chloride under the action of sodium carbonate at the temperature of between 5 ℃ below zero and 10 ℃ and at the pH value of between 6 and 8 for 0.5 to 3 hours to obtain 2- (2-chloroacetimide) -3-mercaptopropionic acid, and then the 2- (2-chloroacetimide) -3-mercaptopropionic acid reacts with thiourea at the temperature of between 10 and 40 ℃ for 10 to 12 hours to prepare the synergist 2- (2- (formamidine mercapto) acetamido) -3-mercaptopropionic acid shown in the formula I;
wherein,
the mol ratio of chloracetyl cysteine sodium to sodium carbonate is 1-1.2:1: 1-1.2;
the mol ratio of the 2- (2-chloroacetimide) -3-mercaptopropionic acid to the thiourea is 1: 1-1.5.
The technical scheme of the invention also comprises the application of the synergist, and the synergist is used in the hair dye as a hair dyeing synergist.
The synergist is used in red hair dye as hair dyeing synergist. The hair dye can dye keratin such as nail, beard, eyebrow, etc.
A red hair dye is prepared from hair dye, synergist, hair penetrant, diluent, alkaline agent, conditioning component, thickener and surfactant; wherein the weight percentage of the dye is 0.01-10%, the synergist is 0.1-20%, the hair penetrating agent is 2-20%, the thinner is 20-90%, the alkaline agent is 2-18%, the conditioning component is 0.5-10%, the thickener is 0.1-20% and the surfactant is 0.1-10%.
The hair dye is preferably 0.1-5% of dye, 0.5-5% of synergist, 1-10% of hair penetrant, 70-90% of diluent, 2-18% of alkaline agent, 0.5-10% of conditioning component, 0.5-1.5% of thickening agent and 0.5-2.5% of surfactant in percentage by weight.
The hair dye comprises the following components in percentage by weight:
the dyes used originate from one or more mixtures of red solvent dyes, red acid dyes, red basic dyes, red pigments approved by the european union for use as cosmetic and food colourings (see table below). The dye comprises:
the synergist is a hair synergist shown in formula I, so that cuticle of hair scales is opened, dye molecules can be rapidly diffused into hair, hair dyeing time is shortened, and washing fastness and light fastness of the formula are improved.
The hair penetrating agent is hair penetrating promoter and hair swelling agent capable of improving dyeing property, wherein the hair penetrating agent and the hair penetrating promoter can be benzyl alcohol, isopropanol, N-methyl pyrrolidone, acrylic acid carbonate, anhydrous sodium sulfate, benzoic acid, urea, sodium dodecyl sulfate, sodium dodecyl sarcosinate, glucose, and sucrose.
The diluent may comprise one or more solvents. The primary diluent is water, other suitable diluents may be selected from the group of materials specified in the International cosmetic materials list (INCI list), which are water-miscible and harmless to humans, and suitable diluents for use in the present invention include C1-C20 mono-or polyhydric alcohols and their ethers, preferably mono-and dihydric alcohols such as ethanol, isopropanol, n-propanol, butanol, propylene glycol, ethylene glycol monomethyl ether and mixtures of the above solvents.
The surfactant may comprise one or more, and suitable surfactants may be found on the INCI list. The surfactants selected for use in the present invention typically comprise from 8 to 30 carbon atoms in length and may be selected from anionic, cationic, nonionic, amphoteric or mixtures thereof.
The thickener may be a cosmetically approved thickener. Such as one or more of oleic acid, cetyl alcohol, stearyl alcohol, oleyl alcohol, carbomer resin, xanthan gum, hydroxymethyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose, and carboxyethyl cellulose.
The conditioning components are used for improving the hand feeling of dyed hair, smoothing the surface of the hair and improving the combing property of the hair, and the conditioning components are selected from grease, silicone oil and cationic polymers approved on the INCI list. The grease comprises: n-alkanes, isoparaffins, monoesters, dibasic esters, triglycolates, cetyl alcohol, stearyl alcohol, behenyl alcohol or stearic acid; the silicone oil comprises: dimethyl silicone oil, alkyl silicone oil, polyether silicone oil, alkyl polyether silicone oil, amino silicone oil, quaternary ammonium salt silicone oil or phenyl silicone oil; the cationic polymer comprises: alkyl quaternary ammonium salt, alkyl amide quaternary ammonium salt, guar gum hydroxypropyl trimethyl ammonium chloride, polyquaternary ammonium salt-6, polyquaternary ammonium salt-7, polyquaternary ammonium salt-10, polyquaternary ammonium salt-37, polyquaternary ammonium salt-39, polyquaternary ammonium salt-47, polyquaternary ammonium salt-67, quaternized hydrolyzed protein or quaternized starch.
The alkaline agent can soften hair, and the alkaline agent comprises one or more of the following compositions: ornithine, arginine, lysine, ammonia water, monoethanolamine, diethanolamine, triethanolamine, alkylolamide, sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, and the like.
The pH value of the hair dye is 3.5-11, preferably 3.5-9.5. The agent for regulating hair dye composition is common acid or alkali, wherein the acid is preferably citric acid, lactic acid, tartaric acid, acetic acid; the alkali is preferably sodium hydroxide, ammonia water, triethylamine, ethanolamine, triethanolamine or 2-amino-2-methyl-1-propanol, and the amount of acid or alkali is determined according to the pH value required by the actual formula.
In addition to the above-mentioned components, other components generally used in the hair dye may be added without impairing the effect of the present invention, such as cationic surfactants, anionic surfactants, nonionic surfactants, amphoteric surfactants, lanolin derivatives, protein derivatives, fats and oils, fats, polyhydric alcohols, esters, amides, moisturizer components, herbal extract components, gel thickeners, low-carbon alcohol solvents, vitamins, amino acids, preservatives, bactericides, pH adjusters, penetrants, ultraviolet absorbers, antioxidants, colorants, antioxidants, fragrances, and the like.
The hair dye can be made into hair dye cream, hair dye emulsion, hair dye cream, hair dye gel, hair dye shampoo, foam type hair dye or spray type hair dye.
The hair dye is prepared into one-dosage form or two-dosage form.
When the hair dye is used for dyeing hair, the temperature range is 10-50 ℃, preferably 25-35 ℃, the dyeing effect is not ideal when the temperature is too low, the temperature is too high, the implementation is inconvenient, and the scalp is not comfortable. The dyeing time is 10-50 minutes, preferably 10-30 minutes, and can be specifically adjusted according to the color depth to be achieved.
When in hair dyeing, the hair dye is uniformly smeared on the hair by a hair dyeing brush, is placed at room temperature for 15-25 minutes, is washed once by tap water, is washed by shampoo to remove residual hair dye, and is dried by a blower or is dried at room temperature.
The hair dye can be used as a hair dye for beard, eyebrow or nail.
The invention has the advantages that:
the safe and nontoxic hair dye compounded by the colorless and odorless hair dye synergist (formula I) and the dye for food dye and cosmetics can selectively dye hair without staining scalp, and has excellent dyeing performance and washing fastness.
Meanwhile, one end of the synergist molecule contains amino and imino, so that the synergist has great affinity and high permeability to proteins of hair, and the synergist molecule can also form hydrogen bonds with dye molecules to carry the dye molecules to the inside of the hair, so that the diffusion rate of the dye molecules in the hair is obviously higher than the permeation of the dye molecules on the skin, and the skin dyeing is reduced. In addition, one end of the molecule contains sulfydryl, so that hair scales can be opened on the premise of not damaging hair, and a synergistic effect is achieved on accelerating the diffusion of dye molecules. The synergist of the invention has no damage to hair, high content of solution does not cause hair scales to fall off, and the synergist is nontoxic and harmless after being contacted for a long time.
The synergistic agent of the invention is mixed with high-safety food dye approved by European Union and synthetic dye used for cosmetics to be used as hair dye, the hair dye of the invention replaces the current paraphenylenediamine hair dye with genotoxicity and carcinogenic anaphylaxis, the toxicity and anaphylaxis problems are not worried when the hair dye is used by human bodies, and the hair dye can be applied to hair, beard, eyebrow, nail and the like containing cuticle. The hair dye provided by the invention exceeds the standards of the hair dye on the market at present, and comprises washability, durability, convenience and quickness, and especially can dye black hair into red on the premise of not bleaching black hair.
The hair dye obtained by compounding the hair dyeing synergist has the advantages of convenient use, lasting color, no oxide and good dyeing effect. Compared with the commercial hair dye, the hair dye has the following advantages:
(1) the hair dye is a non-toxic acid dye, a solvent dye, a pigment, a basic dye and a food dye which are commented by the European Committee of consumer goods, replaces a p-phenylenediamine oxidation dye, and solves the worldwide problems of potential sensitization, carcinogenesis and mutagenic effect caused by the fact that the existing hair dye contains substances such as p-phenylenediamine and resorcinol.
(2) The formula of the hair dye provided by the invention does not contain oxidizing substances such as hydrogen peroxide and the like, oxidation bleaching effect is not generated during dyeing, the black hair is dyed into red under the condition of not changing the background color of the black hair, and the original black color of the hair can be reduced after the dyed color is faded, which cannot be realized by red permanent hair dyes in the market.
(3) The formula of the hair dye provided by the invention has washing fastness and light fastness which cannot be compared with the red hair dye in the market, the dyed hair has no fading phenomenon after being washed for 30 times, the color of the dyed hair of a volunteer can be maintained for five months, and the formula has obvious advantages compared with the condition that the color of the dyed hair dye in the market generally lasts for about 40 days.
(4) The invention deeply studies the composition of protein in scalp and hair, utilizes the synergist of the invention to change the migration rate of dye on skin and hair, and solves the problems of serious dyeing, difficult cleaning and inconvenient use of the prior acid dye, solvent dye, pigment, basic dye, edible pigment and other dyes when being used for hair dye.
(5) The formula provided by the hair dye can complete dyeing under mild conditions within 10-20 minutes at the dyeing temperature of 20-30 ℃.
Detailed Description
Preparation example of synergist:
example 1
The synthetic route for the synergist of formula I is as follows:
dissolving 14.3g (0.1mol) of sodium cysteine in 100ml of water at room temperature, cooling to below 0 ℃ by using an ice water bath, dropwise adding 12.4g (0.11mol) of chloroacetyl chloride, simultaneously dropwise adding 60g (0.1mol) of sodium carbonate solution with the mass fraction of 17.6%, maintaining the pH between 7 and 8, dropwise adding for about 30 minutes, stirring and reacting for 3 hours after dropwise adding, then heating to room temperature, gradually adding 7.6g (0.1mol) of thiourea, stirring for 12 hours after 10 minutes of addition is finished, filtering precipitated white solid powder, washing with 100ml of water, and drying to obtain 21.2g of the synergist shown in the formula I, wherein the yield is 89.4%. The synergist profile data shown in formula I is: 1H-NMR (400MHz, CDCl3) delta: 1.5(1H, s),2.93-3.18(2H, m), 3.76(2H, m), 4.78(1H, m), 8.32(1H, s), 9.27-9.29(3H, m), 12.57(1H, s).
Example 2
28.6g (0.2mol) of sodium cysteine is dissolved in 150ml of water at room temperature, cooled to below 5 ℃ by using an ice water bath, 33.8g (0.3mol) of chloroacetyl chloride is dropwise added, at the same time, 168g of sodium carbonate solution (2.4mol) with the mass fraction of 15% is dropwise added, the pH is maintained between 6 and 7, the dropwise adding time is about 50 minutes, stirring reaction is carried out for 2.5 hours after the dropwise adding is finished, then the temperature is raised to 40 ℃, 22.8g (0.3mol) of thiourea is gradually added, stirring is carried out for 15 hours after the 20 minutes of addition is finished, the precipitated white solid powder is filtered, washed by 100ml of water and dried to obtain 45.06g of the synergist shown in the formula I, and the yield is 95.0%. The synergist profile data shown in formula I is: 1H-NMR (400MHz, CDCl3) delta: 1.5(1H, s),2.93-3.18(2H, m), 3.76(2H, m), 4.78(1H, m), 8.32(1H, s), 9.27-9.29(3H, m), 12.57(1H, s).
Examples of the arrangement of the Hair dye
All the agents mentioned below for hair dyes are commercially available, except for the synergist.
Example 1 solvent dyes were used as a formulation (one-part hair dye)
The ingredients in the formulation are as follows:
| name of raw materials | Weight percent (%) |
| Solvent Red 3 | 0.5 |
| Ethanol | 10.0 |
| Glucose | 5.0 |
| A synergist of formula I | 1.0 |
| Xanthan gum | 1.5 |
| Cetyl alcohol | 1.5 |
| Oleic acid | 5.0 |
| Ethylenediaminetetraacetic acid disodium salt | 0.5 |
| Citric acid | 1.0 |
| Triethanolamine | 3.0 |
| Perfume | 0.1 |
| Water (W) | Balance of |
The formulation of example 1 was subjected to a dyeing test according to the dyeing method described below, and the hair used was untreated tan hair, and the dyeing effect was evaluated according to the method described below.
Example 2 solvent Red dye used as a formulation (two-part hair dye)
The ingredients in the formulation are as follows:
| name of raw materials | First dose weight percentage (%) | Second agent weight percent (%) |
| Solvent Red 3 | 0.5 | |
| Ethanol | 10.0 | |
| Glucose | 5.0 | |
| A synergist of formula I | 1.0 |
| Xanthan gum | 0.5 | 0.5 |
| Octadecanol | 1.0 | 0.5 |
| Oleic acid | 3.0 | 2.0 |
| Ethylenediaminetetraacetic acid disodium salt | 0.5 | 0.5 |
| Citric acid | 1.0 | 1.5 |
| Sodium hydroxide | 1.0 | 2.0 |
| Perfume | 0.1 | 0.1 |
| Water (W) | Balance of | Balance of |
The formulation of example 2 was subjected to a dyeing test according to the dyeing method described below, and the hair used was untreated tan hair, and the dyeing effect was evaluated according to the method described below.
Example 3 use of pigment as Hair dye (one-part Hair dye)
The ingredients in the formulation are as follows:
| name of raw materials | Weight percent (%) |
| Pigment Red 7 | 0.1 |
| Ethanol | 5.0 |
| Glucose | 1.0 |
| A synergist of formula I | 2.0 |
| Carbomer 940 | 0.5 |
| Polyoxyethylene ethers | 13.0 |
| Oleic acid | 5.0 |
| Ethylenediaminetetraacetic acid disodium salt | 0.5 |
| Citric acid | 2.0 |
| Monoethanolamine | 3.0 |
| Perfume | 0.1 |
| Water (W) | Balance of |
The formulation of example two was subjected to a dyeing test according to the dyeing method described below, the hair used was untreated tan hair, and the dyeing effect was evaluated according to the method described below.
Example 4 use of pigment as Hair dye (two-part Hair dye)
The ingredients in the formulation are as follows:
the formulation of example 4 was subjected to a dyeing test according to the dyeing method described below, and the hair used was untreated tan hair, and the dyeing effect was evaluated according to the method described below.
Example 5 use of acid dye as Hair dye (one-part Hair dye)
The ingredients in the formulation are as follows:
| name of raw materials | Weight percent (%) |
| Acid Red 14 | 0.4 |
| Ethanol | 5.0 |
| Glucose | 1.0 |
| A synergist of formula I | 2.0 |
| Xanthan gum | 0.5 |
| Cetyl alcohol | 1.5 |
| N-methyl pyrrolidone | 5.0 |
| Glycerol | 5.0 |
| Ethylenediaminetetraacetic acid disodium salt | 0.5 |
| Citric acid | 1.0 |
| Triethanolamine | 3.0 |
| Perfume | 0.2 |
| Water (W) | Balance of |
The formulation of example 5 was subjected to a dyeing test according to the dyeing method described below, and the hair used was untreated tan hair, and the dyeing effect was evaluated according to the method described below.
Example 6 use of acid dye as Hair dye (two-part Hair dye)
The ingredients in the formulation are as follows:
the formulation of example 6 was subjected to a dyeing test according to the dyeing method described below, and the hair used was untreated tan hair, and the dyeing effect was evaluated according to the method described below.
Example 7 use of food dye as Hair dye (one-part Hair dye)
The ingredients in the formulation are as follows:
| name of raw materials | Weight percent (%) |
| Food red 17 | 1.0 |
| Ethanol | 10.0 |
| Glucose | 1.0 |
| A synergist of formula I | 2.0 |
| Hydroxyethyl cellulose | 1.5 |
| Cetyl alcohol | 1.5 |
| Oleic acid | 10.0 |
| Ethylenediaminetetraacetic acid disodium salt | 0.5 |
| Citric acid | 1.0 |
| Triethanolamine | 3.0 |
| Perfume | 0.2 |
| Water (W) | Balance of |
The formulation of example 7 was subjected to a dyeing test according to the dyeing method described below, and the hair used was untreated tan hair, and the dyeing effect was evaluated according to the method described below.
Example 8 use of food dye as Hair dye (two-part Hair dye)
The ingredients in the formulation are as follows:
| name of raw materials | First dose weight percentage (%) | Second agent weight percent (%) |
| Food red 17 | 0.3 | |
| Ethanol | 5.0 | |
| Glucose | 1.0 | |
| A synergist of formula I | 1.0 | |
| Hydroxyethyl cellulose | 1.0 | 0.5 |
| Cetyl alcohol | 1.0 | 1.0 |
| Oleic acid | 3.0 | 3.0 |
| Ethylenediaminetetraacetic acid disodium salt | 0.5 | 01.0 |
| Citric acid | 1.0 | 1.5 |
| Triethanolamine | 2.0 | 2.0 |
| Perfume | 0.2 | 0.1 |
| Water (W) | Balance of | Balance of |
The formulation of example 8 was subjected to a dyeing test according to the dyeing method described below, and the hair used was untreated tan hair, and the dyeing effect was evaluated according to the method described below.
The hair dye prepared by the above embodiments is dyed in the following manner, and the effect after dyeing is evaluated, and the specific dyeing method and evaluation standard are as follows:
the use of one dose of hair dye: uniformly applying 2.5g of the provided one-dose hair dye on 5.0g of hair with the length of 15 cm by using a hair dyeing brush, standing at room temperature for 15-20 minutes, washing the hair dye by using warm water, and washing by using shampoo to finish hair dyeing.
The use of the two-agent hair dye: mixing the first agent and the second agent in a mass ratio of 1:2, stirring uniformly for later use, uniformly coating 2.5g of the mixed hair dye on 5.0g of hair with the length of 15 cm, standing at room temperature for 15-20 minutes, uniformly coating the mixed hair dye on the hair by using a hair dyeing brush, standing at room temperature for 15-20 minutes, washing the hair dye on the hair by using warm water, and cleaning by using shampoo to finish hair dyeing.
The evaluation method of the dyeing effect of the hair dye comprises the following steps: the dyed hair samples were rated by 10 professional hairdressers according to the standard criteria of hair dyeing ability, color durability, smoothness of dyed hair, and washing-off degree of dyed skin.
Staining ability evaluation method: after dyeing hair with the hair dye for 20 minutes, the hair was immediately washed with warm water, washed with a 5% shampoo solution once, and blow-dried with a blower, and then 10 professional hairdressers were allowed to rate the degree of dyeing of the dyed hair.
Hand feeling of the dyed hair: dyeing hair with a hair dye for 20 minutes, immediately washing the hair with warm water, washing the hair with a shampoo solution with the concentration of 5% once after washing, and drying the hair with a fan to evaluate the hand feeling of the dyed hair by 10 professional hairdressers;
fastness to washing after dyeing: dyeing hair with a hair dye for 20 minutes, immediately washing with warm water, washing with a shampoo solution with a concentration of 5% once after washing, drying by using a fan, washing with a shampoo solution with a concentration of 5%, drying by using a fan, repeatedly circulating for 30 times, and grading the fading degree of the hair before and after washing by 10 professional hairdressers;
the degree of washing-off difficulty after skin staining: applying 0.5g of hair dye on the skin of an arm with a applying radius of 1.0 cm, staying on the arm for 15 minutes at room temperature, washing with tap water, grading by 10 professional hairdressers, washing with 5% soap water if the hair dye cannot be washed away with clear water, evaluating by 10 professional hairdressers after washing, and counting and averaging.
The rating scale is as follows
Comparative example 1
The red hair dye Color Restore purchased from uk was used to dye the dark brown hair and white hair according to the above-mentioned dyeing method and evaluated according to the dyeing effect evaluation method.
Comparative example 2
The vindolantina hair dye, which is commercially available from japan, was dyed according to the above dyeing method for dark brown hair and white hair, respectively, and evaluated according to the dyeing effect evaluation method.
The results of the tests on the dyeing ability of the hair dye prepared in the embodiment of the hair dye and the hair dye purchased from the market are shown in the following table:
remarks are: the pale yellow hair is obtained by bleaching brown black hair with double oxidation
As can be seen from the results in the table:
(1) the red hair dye formula provided by the invention can directly dye the brown black hair of Chinese into red without bleaching treatment, the dyed hair has lasting color and smooth hand feeling, and the hair dye is very easy to wash off after dyeing the skin.
(2) The red hair dye Color Restore purchased in the uk market and the grape red hair dye Annadonna purchased in japan market can not show dyeing effect due to the influence of the background Color of the hair after dyeing the brown-black hair, the dyed hair is still brown-black, and the hair Color must be bleached to light by a salon hairdresser before the brown-black hair is dyed.
(3) Compared with the red hair dye Color Restore in the British market and the grape red hair dye Annadonna in the Japanese market, the hair dye formula provided by the invention has longer Color after dyeing, and cannot dye the skin.
Claims (10)
1. A synergist characterized by: the synergist is shown in a formula I,
2. a process for preparing the potentiator of claim 1, characterized in that: the reaction formula is as follows:
reacting sodium cysteine with chloroacetyl chloride at the temperature of-10-50 ℃ and the pH value of 2-10 for 0.5-3 hours under the action of an acid binding agent to obtain 2- (2-chloroacetimide) -3-mercaptopropionic acid, and reacting the 2- (2-chloroacetimide) -3-mercaptopropionic acid with thiourea at the temperature of 0-100 ℃ for 130 hours to prepare the synergist 2- (2- (formamidine mercapto) acetamido) -3-mercaptopropionic acid shown in the formula I;
wherein,
the mol ratio of the chloracetyl chloride to the sodium cysteine to the acid-binding agent is 1-2:1: 1-5;
the molar ratio of the 2- (2-chloroacetimide) -3-mercaptopropionic acid to the thiourea is 1: 1-2.
3. A process for the preparation of the potentiator according to claim 2, wherein: reacting sodium cysteine with chloroacetyl chloride under the action of sodium carbonate at the temperature of between 5 ℃ below zero and 10 ℃ and at the pH value of between 6 and 8 for 0.5 to 3 hours to obtain 2- (2-chloroacetimide) -3-mercaptopropionic acid, and reacting the 2- (2-chloroacetimide) -3-mercaptopropionic acid with thiourea at the temperature of between 10 and 40 ℃ for 10 to 12 hours to prepare the synergist 2- (2- (formamidine mercapto) acetamido) -3-mercaptopropionic acid shown in the formula I;
wherein,
the mol ratio of chloracetyl cysteine sodium to sodium carbonate is 1-1.2:1: 1-1.2;
the mol ratio of the 2- (2-chloroacetimide) -3-mercaptopropionic acid to the thiourea is 1: 1-1.5.
4. Use of the potentiator of claim 1, wherein: the synergist is used in hair dye as hair dyeing synergist.
5. Use of a potentiator according to claim 4 wherein: the synergist is used in red hair dye as hair dyeing synergist.
6. A red hair dye is characterized in that: a hair dye comprising a dye, the benefit agent of claim 1, a hair penetrant, a diluent, an alkaline agent, a conditioning ingredient, a thickener, and a surfactant; wherein the weight percentage of the dye is 0.01-10%, the synergist is 0.1-20%, the hair penetrating agent is 2-20%, the thinner is 20-90%, the alkaline agent is 2-18%, the conditioning component is 0.5-10%, the thickener is 0.1-20% and the surfactant is 0.1-10%.
7. The red hair coloring agent of claim 6, wherein: the red hair dye comprises, by weight, 0.1-5% of a dye, 0.5-5% of a synergist, 1-10% of a hair penetrating agent, 70-90% of a diluent, 2-18% of an alkaline agent, 0.5-10% of a conditioning component, 0.5-1.5% of a thickener and 0.5-2.5% of a surfactant.
8. The red hair dye according to claim 6 or 7, wherein: the hair dye can be made into hair dye cream, hair dye emulsion, hair dye cream, hair dye gel, hair dye shampoo, foam type hair dye or spray type hair dye.
9. The red hair coloring agent of claim 8, wherein: the hair dye is prepared into one-dosage form or two-dosage form.
10. The red hair coloring agent of claim 8, wherein: the hair dye can be used as a hair dye for beard, eyebrow or nail.
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