CN116640582A - Mild amino acid facial cleanser and preparation method thereof - Google Patents
Mild amino acid facial cleanser and preparation method thereof Download PDFInfo
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- CN116640582A CN116640582A CN202310622743.1A CN202310622743A CN116640582A CN 116640582 A CN116640582 A CN 116640582A CN 202310622743 A CN202310622743 A CN 202310622743A CN 116640582 A CN116640582 A CN 116640582A
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- amino acid
- gemini surfactant
- facial cleanser
- sodium
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- 150000001413 amino acids Chemical class 0.000 title claims abstract description 65
- 230000001815 facial effect Effects 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 239000004094 surface-active agent Substances 0.000 claims abstract description 40
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 28
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229920002385 Sodium hyaluronate Polymers 0.000 claims abstract description 11
- 244000269722 Thea sinensis Species 0.000 claims abstract description 11
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims abstract description 11
- 235000011187 glycerol Nutrition 0.000 claims abstract description 11
- 229940119170 jojoba wax Drugs 0.000 claims abstract description 11
- 239000002502 liposome Substances 0.000 claims abstract description 11
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 claims abstract description 11
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 11
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 11
- 239000001509 sodium citrate Substances 0.000 claims abstract description 11
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 claims abstract description 11
- 229940010747 sodium hyaluronate Drugs 0.000 claims abstract description 11
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 claims abstract description 11
- 229940032094 squalane Drugs 0.000 claims abstract description 11
- 239000002994 raw material Substances 0.000 claims abstract description 6
- 235000013905 glycine and its sodium salt Nutrition 0.000 claims abstract description 3
- 239000004247 glycine and its sodium salt Substances 0.000 claims abstract description 3
- 229940029258 sodium glycinate Drugs 0.000 claims abstract description 3
- WUWHFEHKUQVYLF-UHFFFAOYSA-M sodium;2-aminoacetate Chemical compound [Na+].NCC([O-])=O WUWHFEHKUQVYLF-UHFFFAOYSA-M 0.000 claims abstract description 3
- 229940045898 sodium stearoyl glutamate Drugs 0.000 claims abstract 2
- KDHFCTLPQJQDQI-BDQAORGHSA-M sodium;(4s)-4-amino-5-octadecanoyloxy-5-oxopentanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(=O)[C@@H](N)CCC([O-])=O KDHFCTLPQJQDQI-BDQAORGHSA-M 0.000 claims abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 30
- 238000002156 mixing Methods 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 238000003756 stirring Methods 0.000 claims description 20
- 238000005406 washing Methods 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 238000001035 drying Methods 0.000 claims description 10
- 230000001804 emulsifying effect Effects 0.000 claims description 10
- 238000010992 reflux Methods 0.000 claims description 10
- PDQICKRFOKDJCH-INIZCTEOSA-N (2s)-6-amino-2-(dodecanoylamino)hexanoic acid Chemical compound CCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCCCN PDQICKRFOKDJCH-INIZCTEOSA-N 0.000 claims description 9
- 229940065859 sodium cocoyl glycinate Drugs 0.000 claims description 8
- LWBVAHQZGAKXPU-BOXHHOBZSA-M sodium;(4s)-4-amino-5-octadecoxy-5-oxopentanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCOC(=O)[C@@H](N)CCC([O-])=O LWBVAHQZGAKXPU-BOXHHOBZSA-M 0.000 claims description 8
- IKGKWKGYFJBGQJ-UHFFFAOYSA-M sodium;2-(dodecanoylamino)acetate Chemical compound [Na+].CCCCCCCCCCCC(=O)NCC([O-])=O IKGKWKGYFJBGQJ-UHFFFAOYSA-M 0.000 claims description 8
- KYCGURZGBKFEQB-UHFFFAOYSA-N n',n'-dibutylpropane-1,3-diamine Chemical compound CCCCN(CCCC)CCCN KYCGURZGBKFEQB-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 238000004140 cleaning Methods 0.000 abstract description 14
- 230000000694 effects Effects 0.000 abstract description 9
- 230000007794 irritation Effects 0.000 abstract 1
- 229940024606 amino acid Drugs 0.000 description 47
- 238000012360 testing method Methods 0.000 description 13
- 206010000496 acne Diseases 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 208000002874 Acne Vulgaris Diseases 0.000 description 8
- 230000006872 improvement Effects 0.000 description 8
- 239000004519 grease Substances 0.000 description 5
- 230000005808 skin problem Effects 0.000 description 5
- 239000011148 porous material Substances 0.000 description 4
- 210000000245 forearm Anatomy 0.000 description 3
- 210000003205 muscle Anatomy 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 206010015150 Erythema Diseases 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 231100000344 non-irritating Toxicity 0.000 description 2
- 230000008591 skin barrier function Effects 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- BJIGMJAWHMMPMU-RJXKWAGSSA-N N[C@@H](CCC(O)=O)C(O)=O.CCCCCCCCCCCCCCCCCC([Na])=O Chemical compound N[C@@H](CCC(O)=O)C(O)=O.CCCCCCCCCCCCCCCCCC([Na])=O BJIGMJAWHMMPMU-RJXKWAGSSA-N 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000039 congener Substances 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 230000008451 emotion Effects 0.000 description 1
- 231100000321 erythema Toxicity 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 238000007373 indentation Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229940049920 malate Drugs 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 230000000474 nursing effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 230000037307 sensitive skin Effects 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- 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)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/18—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/22—Amides or hydrazides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dermatology (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
Abstract
The invention provides a mild amino acid facial cleanser and a preparation method thereof, which belong to the technical field of facial cleanser and are prepared from the following raw materials in parts by weight: the amino acid Gemini surfactant of claim 1, wherein the amino acid Gemini surfactant comprises 10-15 parts of cocoyl sodium glycinate, 3-5 parts of sodium stearoyl glutamate, 2-4 parts of glycerin, 4-5 parts of butanediol, 3-5 parts of sodium hyaluronate, 2-3 parts of jojoba oil, 3-5 parts of tea polyphenol, 1-2 parts of sodium citrate, 3-5 parts of squalane liposome and 60-70 parts of water. The facial cleanser provided by the invention is mild in use, proper in cleaning force, good in skin protection effect, safe and free of irritation, and can meet the daily face cleaning requirements.
Description
Technical Field
The invention relates to the technical field of facial cleanser, in particular to mild amino acid facial cleanser and a preparation method thereof.
Background
The face is taken as the door surface of a person, so that the face is kept clean, and in order to realize effective cleaning of the face and fully remove stains and grease on the face, a cleaning product special for cleaning the face is invented by people; the facial cleanser is a facial cleaning product for cleaning skin, and has good cleaning capability of soap and certain nursing capability; facial cleanser has gradually replaced perfumed soap as facial cleanser and is liked by consumers.
At present, most people are plagued by skin problems such as acne, acne and the like, and the skin problems clearly have certain negative influence and negative emotion on the psychology and physiology of the people, and the reasons for the skin problems such as the acne, the acne and the like mainly include the following 3 points: firstly, along with the continuous improvement of living standard and technological progress, people pay attention to diet and have irregular work and rest, so that skin problems such as acne, whelk, acne and the like come up; secondly, in recent years, the air quality is gradually deteriorated, a large amount of fine particles are suspended in the air, and contain a large amount of heavy metals, microorganisms and other harmful substances, and the fine particles have small particle size and strong activity, are easy to adhere to skin and can penetrate into skin pores, so that the skin is worse and worse for a long time; thirdly, people cannot clean and put in place in the face washing process, pores are blocked, the skin becomes worse and worse in daily accumulation and moon.
However, the existing facial cleanser has the disadvantages of insignificant cleaning effect and multiple side effects, is difficult to effectively clean grease on skin and in pores, is particularly easy to accumulate grease and dirt in pores, further breeds bacteria, causes a series of skin problems such as acne, acne and the like, has serious adverse effects such as fluorescent face, red face and the like, and brings great harm to human body.
Disclosure of Invention
The invention aims to provide a mild amino acid facial cleanser and a preparation method thereof, which are mild in use, proper in cleaning power, good in skin protection effect, safe and non-irritating, and capable of meeting the daily facial cleanser requirements.
The technical scheme of the invention is realized as follows:
the invention provides an amino acid Gemini surfactant which has a structure shown in the following formula I:
wherein r=c6-C12 straight alkyl chain.
The invention further provides a preparation method of the amino acid Gemini surfactant, which comprises the following steps:
s1, mixing N, N-dibutyl-1, 3-propylene diamine and N ε The dodecanoyl-L-lysine is reacted to give an intermediate of the structure:
s2, reacting the intermediate with alkyl dibromo to prepare the amino acid Gemini surfactant.
As a further improvement of the present invention, the N, N-dibutyl-1, 3-propanediamine and N described in step S1 ε The ratio of the amounts of substances of the dodecanoyl-L-lysine is 1-1.1:1.
As a further improvement of the present invention, the ratio of the amounts of intermediate and alkyl dibromo species in step S2 is 2:1-1.1; the structural formula of the alkyl dibromo is as follows: br-R-Br, wherein r=c6-C12 straight alkyl chain.
As a further improvement of the invention, the method specifically comprises the following steps:
s1, 1 to 1.1 molar equivalents of N, N-dibutyl-1, 3-propanediamine and 1 molar equivalent of N ε Adding the dodecanoyl-L-lysine into ethanol, carrying out reflux reaction for 2-3h, removing the solvent under reduced pressure, washing with diethyl ether, and drying to obtain an intermediate;
s2, adding 2 molar equivalents of the intermediate and 1-1.1 molar equivalents of alkyl dibromo into ethanol, carrying out reflux reaction for 5-7h, washing with diethyl ether, and drying to obtain the amino acid Gemini surfactant.
The invention further protects a mild amino acid facial cleanser, which contains the amino acid Gemini surfactant.
As a further improvement of the invention, the content of the amino acid Gemini surfactant is 5-10wt%.
As a further improvement of the invention, the invention is prepared from the following raw materials in parts by weight: 10-15 parts of the amino acid Gemini surfactant, 3-5 parts of cocoyl sodium glycinate, 2-4 parts of stearoyl sodium glutamate, 4-5 parts of glycerin, 2-3 parts of butanediol, 3-5 parts of sodium hyaluronate, 2-3 parts of jojoba oil, 3-5 parts of tea polyphenol, 1-2 parts of sodium citrate, 3-5 parts of squalane liposome and 60-70 parts of water.
The invention further provides a preparation method of the mild amino acid facial cleanser, which comprises the following steps of:
(1) Mixing glycerol, butanediol, jojoba oil, tea polyphenols and squalane liposome under stirring to obtain phase A;
(2) Mixing an amino acid Gemini surfactant, sodium cocoyl glycinate, sodium stearyl glutamate, sodium hyaluronate and water under stirring to obtain a phase B;
(3) Adding phase A into phase B, emulsifying, adding sodium citrate, and stirring to obtain mild amino acid facial cleanser.
As a further improvement of the invention, the stirring and mixing time in the step (1) is 10-15min, the stirring and mixing time in the step (2) is 15-20min, the emulsifying condition in the step (3) is 10000-12000r/min, the emulsifying time is 3-5min, and the stirring and mixing time is 5-10min.
The invention has the following beneficial effects: the Gemini type amino acid surfactant is simple in synthesis steps, mild in conditions, high in yield of products, high in surface activity and interface performance on an oil-water interface, mild in performance of the amino acid surfactant, high in cleaning capability of the Gemini surfactant, and capable of enabling positive and negative charge centers (or dipole centers) which cannot be ionized to each other to exist in a molecular structure, attractive between positive and negative ions enables intermolecular arrangement to be compact, hydrophobicity to be enhanced, sectional area of the molecular surface to be reduced, surface activity to be more remarkable, therefore, the Gemini surfactant has more excellent emulsifying property, dispersibility and degradability, and the cleaning strength of the facial cleanser is obviously improved when the Gemini surfactant is added into the facial cleanser.
Soap base products are generally alkaline, have pH values of about 9-11, are rich in foam and strong in degreasing force, and are dry and comfortable in skin feel after washing. But the skin barrier function is easy to be reduced after long-term use, and the skin is dry and sensitive. The people with thinner horny layer and sensitive skin are not suitable for the products. The pH value of the mild amino acid facial cleanser is about 6. The amino acid facial cleanser refers to facial cleanser with amino acid surfactant as main cleaning component. Because the pH value is close to that of skin, the face-washing liquid is mild in use, can not damage the acid-base balance of the face-washing liquid, has a good protection effect on skin, is safe and non-irritating, and can meet the requirements of daily face-washing.
Drawings
In order to more clearly illustrate the embodiments of the invention or the technical solutions of the prior art, the drawings which are used in the description of the embodiments or the prior art will be briefly described, it being obvious that the drawings in the description below are only some embodiments of the invention, and that other drawings can be obtained according to these drawings without inventive faculty for a person skilled in the art.
FIG. 1 is a synthetic route diagram of the amino acid Gemini surfactant of example 1 of the present invention.
Detailed Description
The following description of the technical solutions in the embodiments of the present invention will be clear and complete, and it is obvious that the described embodiments are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
The embodiment provides a preparation method of an amino acid Gemini surfactant, as shown in fig. 1, comprising the following steps:
s1 mol of N, N-dibutyl-1, 3-propanediamine and 1mol of N ε Adding the dodecanoyl-L-lysine into 200mL of ethanol, carrying out reflux reaction for 2h, removing the solvent under reduced pressure, washing with diethyl ether, and drying to obtain an intermediate;
s2, mixing 2mol of intermediate and 1mol of alkyl dibromo (the structural formula of the alkyl dibromo is shown as follows: br-R-Br, wherein R=C 8 H 16 ) Adding into 200mL of ethanol, refluxing for 5h, washing with diethyl ether, and drying to obtain amino acid GemThe total yield of the ini surfactant was 92%.
Example 2
The embodiment provides a preparation method of an amino acid Gemini surfactant, as shown in fig. 1, comprising the following steps:
s1 1.1mol of N, N-dibutyl-1, 3-propanediamine and 1mol of N ε Adding the dodecanoyl-L-lysine into 200mL of ethanol, carrying out reflux reaction for 3h, removing the solvent under reduced pressure, washing with diethyl ether, and drying to obtain an intermediate;
s2, mixing 2mol of intermediate and 1.1mol of alkyl dibromo (the structural formula of the alkyl dibromo is shown as follows: br-R-Br, wherein R=C 12 H 24 ) Adding the mixture into 200mL of ethanol, carrying out reflux reaction for 7h, washing with diethyl ether, and drying to obtain the amino acid Gemini surfactant with the total yield of 93%.
Example 3
The embodiment provides a preparation method of an amino acid Gemini surfactant, as shown in fig. 1, comprising the following steps:
s1, 1.05mol of N, N-dibutyl-1, 3-propanediamine and 1mol of N ε Adding the dodecanoyl-L-lysine into 200mL of ethanol, carrying out reflux reaction for 2.5h, removing the solvent under reduced pressure, washing with diethyl ether, and drying to obtain an intermediate;
s2, mixing 2mol of intermediate and 1.05mol of alkyl dibromo (the structural formula of the alkyl dibromo is shown as follows: br-R-Br, wherein R=C 9 H 18 ) Adding the mixture into 200mL of ethanol, carrying out reflux reaction for 6h, washing with diethyl ether, and drying to obtain the amino acid Gemini surfactant with the total yield of 95%.
Example 4
This example provides a mild amino acid facial cleanser.
The raw materials comprise the following components in parts by weight: 10 parts of the amino acid Gemini surfactant prepared in the example 1,3 parts of sodium cocoyl glycinate, 2 parts of sodium stearyl glutamate, 4 parts of glycerin, 2 parts of butanediol, 3 parts of sodium hyaluronate, 2 parts of jojoba oil, 3 parts of tea polyphenol, 1 part of sodium citrate, 3 parts of squalane liposome and 60 parts of water.
The preparation method comprises the following steps:
(1) Mixing glycerol, butanediol, jojoba oil, tea polyphenols, and squalane liposome under stirring for 10min to obtain phase A;
(2) Mixing amino acid Gemini surfactant, sodium cocoyl glycinate, sodium stearyl glutamate, sodium hyaluronate and water for 15min to obtain phase B;
(3) Adding phase A into phase B, emulsifying at 10000r/min for 3min, adding sodium citrate, and stirring and mixing for 5min to obtain mild amino acid facial cleanser.
Example 5
This example provides a mild amino acid facial cleanser.
The raw materials comprise the following components in parts by weight: 15 parts of the amino acid Gemini surfactant prepared in example 2, 5 parts of sodium cocoyl glycinate, 4 parts of sodium stearyl glutamate, 5 parts of glycerin, 3 parts of butanediol, 5 parts of sodium hyaluronate, 3 parts of jojoba oil, 5 parts of tea polyphenol, 2 parts of sodium citrate, 5 parts of squalane liposome and 70 parts of water.
The preparation method comprises the following steps:
(1) Mixing glycerol, butanediol, jojoba oil, tea polyphenols, and squalane liposome under stirring for 15min to obtain phase A;
(2) Mixing amino acid Gemini surfactant, sodium cocoyl glycinate, sodium stearyl glutamate, sodium hyaluronate and water under stirring for 20min to obtain phase B;
(3) Adding phase A into phase B, emulsifying at 12000r/min for 5min, adding sodium citrate, and stirring and mixing for 10min to obtain mild amino acid facial cleanser.
Example 6
This example provides a mild amino acid facial cleanser.
The raw materials comprise the following components in parts by weight: 12 parts of the amino acid Gemini surfactant prepared in example 3, 4 parts of sodium cocoyl glycinate, 3 parts of sodium stearyl glutamate, 4.5 parts of glycerin, 2.5 parts of butanediol, 4 parts of sodium hyaluronate, 2.5 parts of jojoba oil, 4 parts of tea polyphenol, 1.5 parts of sodium citrate, 4 parts of squalane liposome and 65 parts of water.
The preparation method comprises the following steps:
(1) Mixing glycerol, butanediol, jojoba oil, tea polyphenols, and squalane liposome under stirring for 12min to obtain phase A;
(2) Mixing amino acid Gemini surfactant, sodium cocoyl glycinate, sodium stearyl glutamate, sodium hyaluronate and water under stirring for 17min to obtain phase B;
(3) Adding phase A into phase B, emulsifying at 11000r/min for 4min, adding sodium citrate, and stirring and mixing for 7min to obtain mild amino acid facial cleanser.
Comparative example 1
The difference compared with example 6 is that the amino acid Gemini surfactant prepared in example 3 was not added.
Comparative example 2
The difference compared with example 6 is that the amino acid Gemini surfactant prepared in example 3 is replaced by an equivalent amount of sodium cocoyl malate.
Test example 1 Patch test
Selecting 30 subjects, wherein the ages of the subjects are 25-32 years; the number of sensitive muscles is required to be at least 50% of the total number (sensitive muscle screening coil+measured with 5% lactic acid solution), and the actual number of sensitive muscles is 22; the patch test of the mild amino acid facial cleanser prepared in the examples 4-6 and the comparative examples 1-2 is applied to the curved side of the forearm of a subject, and is pressed by hand lightly to be uniformly applied to the skin for 24 hours, after the patch test is removed, the reaction results are recorded for 30min, 24 hours and 48 hours after the indentation disappears; the testers were negative reactions. No faint erythema, edema, infiltration, pimple, etc.
Test example 2
The mild amino acid facial washes prepared in examples 4-6 and comparative examples 1-2 of the present invention, and the commercial amino acid facial washes were subjected to performance tests, and the results are shown in Table 1.
(1) Cleaning force test
The mild amino acid facial washes prepared in examples 4 to 6 and comparative example 1 and commercially available similar products were subjected to effect tests by randomly equally dividing 50 subjects 18 to 32 years old into 5 groups of 10 persons each, respectively, testing the skin lipid content of the inner side of the forearm of the subjects before and after the facial wash use, calculating the skin lipid content reduction rate of each subject, and taking an average value of each group.
(2) Moisture retention capability test:
under the conditions of a sensory test laboratory constant temperature and constant relative humidity (25 ℃ C., 35 ℃ C., relative humidity) test, 50 subjects aged 24-37 years were selected from Cornemeter CM825 of German CK company (Courage+Khazaka Co., germany) and equally divided into 5 groups of 10 persons, and the mild amino acid facial cleansers prepared in examples 4-6 and comparative example 1, and the skin moisture content inside the forearms of the test subjects 30 minutes after the use of the commercial like products were averaged.
(3) pH value test:
the mild amino acid facial washes prepared in examples 4-6 and comparative example 1, as well as the pH of the commercial congeners, were tested using a pH meter.
TABLE 1
| Group of | pH value of | Grease reduction Rate (%) | Skin moisture content (%) |
| Example 4 | 6.1 | 78.9 | 34.3 |
| Example 5 | 6.1 | 79.2 | 33.9 |
| Example 6 | 6.0 | 80.4 | 35.0 |
| Comparative example 1 | 6.4 | 65.2 | 28.7 |
| Comparative example 2 | 6.5 | 68.9 | 29.8 |
| Commercially available | 6.8 | 60.4 | 24.5 |
As is clear from the table, the mild amino acid facial cleanser prepared in the embodiments 4-6 has the pH value similar to that of skin, is about 6, has a good grease reduction rate, and has a certain skin moisturizing effect on protecting and supplementing skin barriers.
The foregoing description of the preferred embodiments of the invention is not intended to be limiting, but rather is intended to cover all modifications, equivalents, alternatives, and improvements that fall within the spirit and scope of the invention.
Claims (10)
1. An amino acid Gemini surfactant is characterized by having a structure shown in the following formula I:
wherein r=c6-C12 straight alkyl chain.
2. A method for preparing the amino acid Gemini surfactant according to claim 1, comprising the following steps:
s1, mixing N, N-dibutyl-1, 3-propylene diamine and N ε The dodecanoyl-L-lysine is reacted to give an intermediate of the structure:
s2, reacting the intermediate with alkyl dibromo to prepare the amino acid Gemini surfactant.
3. The process according to claim 2, wherein the N, N-dibutyl-1, 3-propanediamine and N in step S1 ε The ratio of the amounts of substances of the dodecanoyl-L-lysine is 1-1.1:1.
4. The process according to claim 2, wherein the ratio of the amounts of the intermediate and alkyl dibromo substance in step S2 is 2:1-1.1; the structural formula of the alkyl dibromo is as follows: br-R-Br, wherein r=c6-C12 straight alkyl chain.
5. The preparation method according to claim 2, characterized by comprising the following steps:
s1, 1 to 1.1 molar equivalents of N, N-dibutyl-1, 3-propanediamine and 1 molar equivalent of N ε Adding the dodecanoyl-L-lysine into ethanol, carrying out reflux reaction for 2-3h, removing the solvent under reduced pressure, washing with diethyl ether, and drying to obtain an intermediate;
s2, adding 2 molar equivalents of the intermediate and 1-1.1 molar equivalents of alkyl dibromo into ethanol, carrying out reflux reaction for 5-7h, washing with diethyl ether, and drying to obtain the amino acid Gemini surfactant.
6. A mild amino acid facial cleanser comprising the amino acid Gemini surfactant of claim 1.
7. The mild amino acid facial cleanser of claim 6, wherein said amino acid Gemini surfactant is present in an amount of 5-10wt%.
8. The mild amino acid facial cleanser according to claim 6, which is prepared from the following raw materials in parts by weight: the amino acid Gemini surfactant of claim 1, wherein the amino acid Gemini surfactant comprises 10-15 parts of cocoyl sodium glycinate, 3-5 parts of sodium stearoyl glutamate, 2-4 parts of glycerin, 4-5 parts of butanediol, 3-5 parts of sodium hyaluronate, 2-3 parts of jojoba oil, 3-5 parts of tea polyphenol, 1-2 parts of sodium citrate, 3-5 parts of squalane liposome and 60-70 parts of water.
9. A method of preparing a mild amino acid facial cleanser according to claim 8, comprising the steps of:
(1) Mixing glycerol, butanediol, jojoba oil, tea polyphenols and squalane liposome under stirring to obtain phase A;
(2) Mixing an amino acid Gemini surfactant, sodium cocoyl glycinate, sodium stearyl glutamate, sodium hyaluronate and water under stirring to obtain a phase B;
(3) Adding phase A into phase B, emulsifying, adding sodium citrate, and stirring to obtain mild amino acid facial cleanser.
10. The preparation method according to claim 9, wherein the stirring and mixing time in the step (1) is 10-15min, the stirring and mixing time in the step (2) is 15-20min, the emulsifying condition in the step (3) is 10000-12000r/min, the emulsifying time is 3-5min, and the stirring and mixing time is 5-10min.
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