CN116283567A - Preparation method and application of polyglycerol fatty ester - Google Patents
Preparation method and application of polyglycerol fatty ester Download PDFInfo
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- CN116283567A CN116283567A CN202310291643.5A CN202310291643A CN116283567A CN 116283567 A CN116283567 A CN 116283567A CN 202310291643 A CN202310291643 A CN 202310291643A CN 116283567 A CN116283567 A CN 116283567A
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- polyglycerol
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- fatty ester
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- 229920000223 polyglycerol Polymers 0.000 title claims abstract description 90
- 150000002194 fatty esters Chemical class 0.000 title claims abstract description 33
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000003054 catalyst Substances 0.000 claims abstract description 15
- -1 organic acid esters Chemical class 0.000 claims abstract description 10
- 238000006116 polymerization reaction Methods 0.000 claims description 49
- 238000000034 method Methods 0.000 claims description 16
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 13
- 229930195729 fatty acid Natural products 0.000 claims description 13
- 239000000194 fatty acid Substances 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 12
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 claims description 7
- 239000006071 cream Substances 0.000 claims description 5
- 239000002453 shampoo Substances 0.000 claims description 5
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 4
- 239000006210 lotion Substances 0.000 claims description 4
- 150000007530 organic bases Chemical class 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 230000001815 facial effect Effects 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- RPDAUEIUDPHABB-UHFFFAOYSA-N potassium ethoxide Chemical compound [K+].CC[O-] RPDAUEIUDPHABB-UHFFFAOYSA-N 0.000 claims description 2
- 230000001804 emulsifying effect Effects 0.000 abstract description 3
- 230000014759 maintenance of location Effects 0.000 abstract description 3
- 229920000642 polymer Polymers 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 31
- 235000011187 glycerol Nutrition 0.000 description 11
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical group CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 9
- 125000005456 glyceride group Chemical group 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 210000003491 skin Anatomy 0.000 description 7
- 239000000463 material Substances 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 5
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 5
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229960002446 octanoic acid Drugs 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 3
- 230000003020 moisturizing effect Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 210000000434 stratum corneum Anatomy 0.000 description 3
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000004519 grease Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- 239000012047 saturated solution Substances 0.000 description 2
- 101100468575 Arabidopsis thaliana RH25 gene Proteins 0.000 description 1
- 108010022355 Fibroins Proteins 0.000 description 1
- 102100028314 Filaggrin Human genes 0.000 description 1
- 101710088660 Filaggrin Proteins 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000009313 farming Methods 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- IIRDTKBZINWQAW-UHFFFAOYSA-N hexaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCO IIRDTKBZINWQAW-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000007641 inkjet printing Methods 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
Images
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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/14—Preparations for removing make-up
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The application discloses polyglycerol fatty ester, the raw materials of polyglycerol fatty ester include: polymers, organic acid esters and catalysts. The preparation method comprises the following steps: s1: adding a polymer and an organic acid ester into a reactor according to the weight ratio; s2: adding a catalyst, and reacting for 2-6 hours at 180-200 ℃; s3: reducing the water content to less than 0.2 percent. The prepared polyglycerol fatty ester has high yield, good moisture retention and excellent emulsifying property.
Description
Technical Field
The invention relates to the technical field of A61K8/06, in particular to a preparation method and application of polyglycerol fatty ester.
Background
Polyglycerol fatty esters have been defined by the united states grain and farming organizations and the world health organization as safer products than glycerol fatty esters and are approved for use as food additives, but for emulsification in skin care products.
Chinese patent CN202010859177 is a method for preparing garlicin microcapsule by coupling carrier adsorption and precipitation, wherein polyglycerin fatty ester exists as emulsifier.
Chinese patent CN201910684877 discloses an advanced custom eye care ink-jet ink and an eye mask made therefrom, which aims to improve the uniformity, smoothness and stability of droplets of the ink-jet ink during ink-jet printing, and the ink is in a solution or uniformly dispersed form, but does not involve the preparation of polyglycerol fatty ester.
Disclosure of Invention
To solve the above problems, the present application discloses a method for preparing polyglycerol fatty ester, comprising the steps of:
s1: adding polyglycerol and organic acid ester into a reactor according to the weight ratio;
s2: adding a catalyst for reaction;
s3: controlling the water content to obtain the product.
In one embodiment, the step S2 specifically includes: adding a catalyst, and reacting for 2-6h at 180-200 ℃.
Preferably, the step S2: the catalyst was added and reacted for 4 hours at 190 ℃.
In one embodiment, the step S3: the method comprises the following steps: and (3) reducing the water content to be less than 0.2 weight percent.
Preferably, the step S3: the water content is reduced to 0.15 weight percent, and the product is obtained.
Preferably, the polyglycerol is selected from one or more of polyglycerols having a degree of polymerization of 1 to 10.
Preferably, in the polyglycerol, the polyglycerol with the polymerization degree of 3 is 5-30%, the polyglycerol with the polymerization degree of 5 is 50-90%, the polyglycerol with the polymerization degree of 10 is 5-10%, and the glycerol is 0-10% by mass.
Further preferably, in the polyglycerol, the polyglycerol having a polymerization degree of 3 is 26.2%, the polyglycerol having a polymerization degree of 5 is 64.3%, the polyglycerol having a polymerization degree of 10 is 9.7% by weight, and the glycerol is 0.3% by weight.
Preferably, the organic acid ester is a fatty acid glyceride with 10-25 carbon atoms.
Further preferably, the fatty acid glyceride has 20 carbon atoms.
Preferably, the fatty acid glyceride is caprylic/capric triglyceride.
Preferably, the catalyst is selected from one of an organic acid or an organic base.
Further preferably, the catalyst is selected from one or more of sodium methoxide, potassium ethoxide and potassium tert-butoxide in organic base.
Preferably, the catalyst is selected from potassium tert-butoxide.
Preferably, the molar ratio of the polyglycerol to the organic acid ester is 1 (1-2).
Further preferably, the molar ratio of the polymer to the organic acid ester is 1:1.05.
The applicant found that the polyglycerin having four or six degrees of polymerization and the fatty acid glyceride were selected in the conventional reaction to perform the esterification reaction, and the obtained polyglycerin fatty ester had the problems of low yield, high irritation and easy hydrolysis using the acid catalyst, but the polyglycerin having three or five degrees of polymerization and the fatty acid glyceride were selected to react, especially when the polyglycerin having 3 degrees of polymerization was 26.2%, the polyglycerin having 5 degrees of polymerization was 64.3%, the polyglycerin having 10 degrees of polymerization was 9.7% by weight and the glycerin was 0.3% by weight, the obtained polyglycerin fatty acid was safe and non-irritating, the yield was as high as 95%, and also excellent in emulsifying ability.
The polyglycerol fatty ester prepared by using polyglycerol with the polymerization degree of 3 or 5 as the main material has excellent emulsifying capability and high cleanliness without stimulation, and the polyglycerol with the polymerization degree of 3 or 5 is selected to react with the fatty glyceride to form long-chain polyglycerol fatty ester more easily, so that the long-chain polyglycerol fatty ester has more hydrophilic groups and is not easy to hydrolyze, and a protective film can be formed on the surface of skin, so that the skin has certain moisturizing capability.
Preferably, the polyglycerol with the polymerization degree of 3 is purchased from the science and technology responsible company of Jinsheng materials, shandong, and has the brand JS 17.
Preferably, the polyglycerol having a degree of polymerization of 5, CAS number 51555-31-8, is available from GmbH, gmbH.
Preferably, the polyglycerol having a degree of polymerization of 10, CAS number 9041-07-0, is available from GmbH, of the GmbH.
The invention also discloses an application range of the polyglycerol fatty ester, which is used for preparing cosmetic water, cleansing products, shampoo and facial cleansing cream.
Preferably, the polyglycerol fatty ester is added in an amount of 1-5% of the total mass in the preparation of cosmetic water, cleansing products, shampoo and cleansing cream.
Further preferably, the polyglycerol fatty ester is added in an amount of 3% of the total mass in the preparation of a cosmetic liquid, a cleansing product, a shampoo and a cleansing cream.
Description of the drawings:
FIG. 1 is a graph showing the content of extradermal protein and the content of filaggrin after use of the sample of example 4 with the control group and the blank group.
FIG. 2 is a graph showing the results of the makeup removing force test for the sample of example 4 and two kinds of makeup removing liquids.
FIG. 3 is a graph showing the change in water content of the stratum corneum after coating the sample of example 4 with glycerol and purified water.
FIG. 4 is a graph showing the results of the moisture retention test of the sample of example 4 and betaine after use at different humidity levels.
The beneficial effects are that:
1. according to the invention, the polyglycerol fatty ester obtained by reacting the polyglycerol with the specific polymerization degree with the fatty glyceride has high hydrophilicity, and can be added into toning lotion, cleansing lotion and cleaning products at normal temperature.
2. The invention takes the fatty glyceride as a reaction fulcrum, has low reaction temperature and high yield, and the reaction process and the product are controllable.
3. The polyglycerol fatty ester prepared by the invention has excellent dissolving capacity, can be dissolved with skin grease, and can also increase the cohesive force of skin cuticle.
4. The polyglycerol fatty ester prepared by the invention can increase the content of barrier grease and has certain moisturizing capability.
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 example 1 discloses a method for preparing polyglycerol fatty ester, comprising the following steps:
s1: and adding polyglycerol and fatty glyceride into a reactor according to the weight ratio of 1:1, and uniformly stirring.
S2: 5wt% potassium tert-butoxide was added and the reaction was carried out at 190 ℃.
S3: and (3) vacuumizing for 10 minutes in the 2 nd hour and vacuumizing for 5 minutes in the fourth hour in the reaction process, taking away water vapor, reducing the vacuum degree to 0.8mPa and reducing the water content to 0.15wt% to obtain the catalyst.
The polyglycerol with the polymerization degree of 3 in the polyglycerol is 15%, the polyglycerol with the polymerization degree of 5 is 70%, the polyglycerol with the polymerization degree of 10 is 10%, and the glycerol is 5% in percentage by mass.
The fatty acid glyceride is caprylic acid/capric acid triglyceride.
The polyglycerol with the polymerization degree of 3 is purchased from the science and technology liability company of Jinsheng new material, shandong, and has the brand JS 17.
The polyglycerol having a degree of polymerization of 5, CAS number 51555-31-8, was purchased from WUHANXIANGKE Biotechnology Co.
The polyglycerol having a polymerization degree of 10 and a CAS number of 9041-07-0 was purchased from WUHANXIANGKE Biotechnology Co., ltd.
Example 2
This example 2 discloses a process for the preparation of polyglycerol fatty esters comprising the steps of:
s1: adding polyglycerol and fatty glyceride into a reactor according to a proportion of 1.5, and uniformly stirring.
S2: 5wt% potassium tert-butoxide was added and the reaction was carried out at 190 ℃.
S3: and (3) vacuumizing for 10 minutes in the 2 nd hour and vacuumizing for 5 minutes in the fourth hour in the reaction process, taking away water vapor, reducing the water content to 0.15wt% and reducing the water content to 0.15wt% to obtain the catalyst.
According to the mass percentage, the polyglycerol with the polymerization degree of 3 in the polyglycerol is 21.5 percent, the polyglycerol with the polymerization degree of 5 is 70.2 percent, the polyglycerol with the polymerization degree of 10 is 8 percent, and the glycerol is 0.3 percent.
The polyglycerol with the polymerization degree of 3 is purchased from the science and technology liability company of Jinsheng new material, shandong, and has the brand JS 17.
The polyglycerol having a degree of polymerization of 5, CAS number 51555-31-8, was purchased from WUHANXIANGKE Biotechnology Co.
The polyglycerol having a polymerization degree of 10 and a CAS number of 9041-07-0 was purchased from WUHANXIANGKE Biotechnology Co., ltd.
The fatty acid glyceride is caprylic acid/capric acid triglyceride.
Example 3
This example 3 discloses a process for the preparation of polyglycerol fatty esters comprising the steps of:
s1: and adding polyglycerol and fatty glyceride in a mass ratio of 1:2 into a reactor, and uniformly stirring.
S2: 5wt% potassium tert-butoxide was added and reacted at 190 ℃.
S3: and (3) vacuumizing for 10 minutes in the 2 nd hour and vacuumizing for 5 minutes in the fourth hour in the reaction process, taking away water vapor, reducing the water content to 0.15wt% and reducing the water content to 0.15wt% to obtain the catalyst.
The polyglycerol with the polymerization degree of 3 in the polyglycerol is 26.7%, the polyglycerol with the polymerization degree of 5 in the polyglycerol is 70.2%, the polyglycerol with the polymerization degree of 10 in the polyglycerol is 3%, and the glycerol is 0.1% in percentage by mass.
The polyglycerol with the polymerization degree of 3 is purchased from the science and technology liability company of Jinsheng new material, shandong, and has the brand JS 17.
The polyglycerol having a degree of polymerization of 5, CAS number 51555-31-8, was purchased from WUHANXIANGKE Biotechnology Co.
The polyglycerol having a polymerization degree of 10 and a CAS number of 9041-07-0 was purchased from WUHANXIANGKE Biotechnology Co., ltd.
The fatty acid glyceride is caprylic acid/capric acid triglyceride.
Example 4
This example 4 discloses a process for the preparation of polyglycerol fatty esters comprising the steps of:
s1: adding polyglycerol and fatty glyceride into a reactor according to the ratio of 1:1.05, and uniformly stirring.
S2: 5wt% potassium tert-butoxide was added and reacted at 190 ℃.
S3: and (3) vacuumizing for 10 minutes in the 2 nd hour and vacuumizing for 5 minutes in the fourth hour in the reaction process, taking away water vapor, reducing the water content to 0.15wt% and reducing the water content to 0.15wt% to obtain the catalyst.
In the polyglycerol, the polyglycerol with the polymerization degree of 3 is 26.2%, the polyglycerol with the polymerization degree of 5 is 64.3%, the polyglycerol with the polymerization degree of 10 is 9.7% and the glycerol is 0.3% by mass.
The fatty acid glyceride is caprylic acid/capric acid triglyceride.
The polyglycerol with the polymerization degree of 3 is purchased from the science and technology liability company of Jinsheng new material, shandong, and has the brand JS 17.
The polyglycerol having a degree of polymerization of 5, CAS number 51555-31-8, was purchased from WUHANXIANGKE Biotechnology Co.
The polyglycerol having a polymerization degree of 10 and a CAS number of 9041-07-0 was purchased from WUHANXIANGKE Biotechnology Co., ltd.
Comparative example 1
In the polyglycerol, the polyglycerol with the polymerization degree of 4 is 26.2%, the polyglycerol with the polymerization degree of 6 is 64.3%, the polyglycerol with the polymerization degree of 10 is 9.7% and the glycerol is 0.3% by mass. The remainder was the same as in example 4.
Comparative example 2
In the polyglycerol, the polyglycerol with the polymerization degree of 3 is 26.2%, the polyglycerol with the polymerization degree of 6 is 64.3%, the polyglycerol with the polymerization degree of 10 is 9.7% and the glycerol is 0.3% by mass. The remainder was the same as in example 4.
Comparative example 3
The weight ratio of the polyglycerol to the fatty acid glyceride is 1:1.5.
Performance testing
1. Stratum corneum cohesion test: the polyglycerin fatty esters of example 4 were prepared as polyglycerin fatty esters of 3% and 6% of the total mass, designated RH5 and RH25, and the skin external protein content and silk fibroin content after application were measured, the control group was a 2wt% nicotinamide solution, and the blank group was purified water, and the results are shown in FIG. 1.
2. Makeup removal capability test: the polyglyceride fatty ester prepared in example 4 was prepared into a makeup remover (GunKogel Oil) with a mass fraction of 5wt% using a waterproof mascara with a coating area of 1 square centimeter and a thickness of 0.01mm on the forearm, rubbed back and forth 10 times with a paper towel 1min after application, and a control group selected a PEG-6 makeup remover with a mass fraction of 5wt% and a palm Oil fatty acid PEG-7 glyceride makeup remover, and the results are shown in FIG. 2.
3. Stratum corneum moisture content test: the polyglycerin fatty ester prepared in example 4 was formulated into a product (GunKogel Oil) and the moisture content of the skin horny layer was measured 30min after application and 60min after application before application, and the results are shown in fig. 3.
4. Wet rate test: 1.0g of the polyglyceride fatty ester prepared in example 4 was weighed and placed in an evaporation pan which had been dried to a constant weight, the evaporation pan was placed in a desiccator having a relative humidity of 40% (saturated solution of potassium acetate) and 80% (saturated solution of ammonium sulfate) for 0.5, 1, 2, 4, 6, 8, 24, 48 hours, the mass M1 before placing the sample was precisely weighed, the mass M2 after placing, and the moisture retention = M2/M1×100% was calculated. The control group was a 3wt% aqueous solution of betaine and the moisturizing rate was as shown in FIG. 4.
5. Emulsification capability test: the polyglycerin fatty esters prepared in examples 1 to 4 and comparative examples 1 to 3 were subjected to surface tension measurement by the platinum ring method, and the HLB value was converted to be 14 or more, and the result was acceptable.
TABLE 1
Claims (10)
1. A process for the preparation of polyglycerol fatty esters, characterized in that it comprises the steps of:
s1: adding polyglycerol and organic acid ester into a reactor according to the weight ratio;
s2: adding a catalyst for reaction;
s3: controlling the water content to obtain the product.
2. The preparation method according to claim 1, wherein the step S2 specifically comprises: adding a catalyst at 180-200 ℃ for 2-6h.
3. The method according to claim 1, wherein the step S3: the method comprises the following steps: and (3) reducing the water content to be less than 0.2 weight percent.
4. The method according to claim 1, wherein the polyglycerol is one or more selected from polyglycerols having a degree of polymerization of 1 to 10.
5. The method according to claim 1, wherein the organic acid ester is a fatty acid glyceride having 10 to 25 carbon atoms.
6. The method of claim 1, wherein the catalyst is selected from one of an organic acid or an organic base.
7. The method according to claim 1, wherein the weight ratio of the polyglycerol to the organic acid ester is 1:1-2.
8. The method according to claim 6, wherein the organic base is one or more selected from sodium methoxide, potassium ethoxide and potassium tert-butoxide.
9. Use of the preparation method according to any one of claims 1 to 8, characterized in that the polyglycerol fatty ester is used for the preparation of lotions, make-up removal products, shampoos, facial cleansing creams.
10. The use according to claim 9, wherein the polyglycerol fatty ester is added in an amount of 1-5% of the total mass in the preparation of a lotion, a make-up remover, a shampoo, a cleansing cream.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310291643.5A CN116283567A (en) | 2023-03-21 | 2023-03-21 | Preparation method and application of polyglycerol fatty ester |
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| Application Number | Priority Date | Filing Date | Title |
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| CN202310291643.5A CN116283567A (en) | 2023-03-21 | 2023-03-21 | Preparation method and application of polyglycerol fatty ester |
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| CN116283567A true CN116283567A (en) | 2023-06-23 |
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