CN116462646A - Wrinkle-removing tightening essence and preparation method thereof - Google Patents
Wrinkle-removing tightening essence and preparation method thereof Download PDFInfo
- Publication number
- CN116462646A CN116462646A CN202310466105.5A CN202310466105A CN116462646A CN 116462646 A CN116462646 A CN 116462646A CN 202310466105 A CN202310466105 A CN 202310466105A CN 116462646 A CN116462646 A CN 116462646A
- Authority
- CN
- China
- Prior art keywords
- vitamin
- parts
- derivative
- wrinkle
- phase
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims abstract description 48
- 150000003700 vitamin C derivatives Chemical class 0.000 claims abstract description 32
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 31
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 claims abstract description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000008367 deionised water Substances 0.000 claims abstract description 12
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 12
- 230000037303 wrinkles Effects 0.000 claims abstract description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 11
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 claims abstract description 11
- QNVSXXGDAPORNA-UHFFFAOYSA-N Resveratrol Natural products OC1=CC=CC(C=CC=2C=C(O)C(O)=CC=2)=C1 QNVSXXGDAPORNA-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229920002125 Sokalan® Polymers 0.000 claims abstract description 11
- LUKBXSAWLPMMSZ-OWOJBTEDSA-N Trans-resveratrol Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC(O)=C1 LUKBXSAWLPMMSZ-OWOJBTEDSA-N 0.000 claims abstract description 11
- 229960000458 allantoin Drugs 0.000 claims abstract description 11
- 229960001631 carbomer Drugs 0.000 claims abstract description 11
- 229940119170 jojoba wax Drugs 0.000 claims abstract description 11
- 235000021283 resveratrol Nutrition 0.000 claims abstract description 11
- 229940016667 resveratrol Drugs 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 10
- 239000002994 raw material Substances 0.000 claims abstract description 9
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 42
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 30
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 claims description 22
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 claims description 19
- 229930003268 Vitamin C Natural products 0.000 claims description 19
- 238000010438 heat treatment Methods 0.000 claims description 19
- 235000019154 vitamin C Nutrition 0.000 claims description 19
- 239000011718 vitamin C Substances 0.000 claims description 19
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims description 18
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 238000004440 column chromatography Methods 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- 238000003756 stirring Methods 0.000 claims description 8
- 230000001804 emulsifying effect Effects 0.000 claims description 7
- 239000000543 intermediate Substances 0.000 claims description 6
- 238000007599 discharging Methods 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- 239000002585 base Substances 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 3
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 claims description 3
- 229910000024 caesium carbonate Inorganic materials 0.000 claims description 3
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims description 2
- 239000011736 potassium bicarbonate Substances 0.000 claims description 2
- 229910000028 potassium bicarbonate Inorganic materials 0.000 claims description 2
- 235000015497 potassium bicarbonate Nutrition 0.000 claims description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
- 235000011181 potassium carbonates Nutrition 0.000 claims description 2
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- 235000017550 sodium carbonate Nutrition 0.000 claims description 2
- 230000003020 moisturizing effect Effects 0.000 abstract description 10
- 239000002537 cosmetic Substances 0.000 abstract description 7
- 230000032683 aging Effects 0.000 abstract description 6
- 239000000839 emulsion Substances 0.000 abstract description 5
- 230000003647 oxidation Effects 0.000 abstract description 4
- 238000007254 oxidation reaction Methods 0.000 abstract description 4
- 239000002131 composite material Substances 0.000 abstract 1
- 210000003491 skin Anatomy 0.000 description 16
- 239000000243 solution Substances 0.000 description 15
- 238000012360 testing method Methods 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 8
- 230000006872 improvement Effects 0.000 description 8
- HHEAADYXPMHMCT-UHFFFAOYSA-N dpph Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1[N]N(C=1C=CC=CC=1)C1=CC=CC=C1 HHEAADYXPMHMCT-UHFFFAOYSA-N 0.000 description 7
- 229930003231 vitamin Natural products 0.000 description 7
- 235000013343 vitamin Nutrition 0.000 description 7
- 239000011782 vitamin Substances 0.000 description 7
- 229940088594 vitamin Drugs 0.000 description 7
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 4
- 238000002835 absorbance Methods 0.000 description 4
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 4
- 235000010323 ascorbic acid Nutrition 0.000 description 4
- 229960005070 ascorbic acid Drugs 0.000 description 4
- 239000011668 ascorbic acid Substances 0.000 description 4
- -1 vitamin C compound Chemical class 0.000 description 4
- 150000003722 vitamin derivatives Chemical class 0.000 description 4
- 102000008186 Collagen Human genes 0.000 description 3
- 108010035532 Collagen Proteins 0.000 description 3
- 102000016942 Elastin Human genes 0.000 description 3
- 108010014258 Elastin Proteins 0.000 description 3
- 102000016387 Pancreatic elastase Human genes 0.000 description 3
- 108010067372 Pancreatic elastase Proteins 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 229920001436 collagen Polymers 0.000 description 3
- 239000007933 dermal patch Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920002549 elastin Polymers 0.000 description 3
- 210000002950 fibroblast Anatomy 0.000 description 3
- 230000001965 increasing effect Effects 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 2
- 230000002292 Radical scavenging effect Effects 0.000 description 2
- 206010040914 Skin reaction Diseases 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000013642 negative control Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229960003471 retinol Drugs 0.000 description 2
- 235000020944 retinol Nutrition 0.000 description 2
- 239000011607 retinol Substances 0.000 description 2
- 230000037394 skin elasticity Effects 0.000 description 2
- 230000035483 skin reaction Effects 0.000 description 2
- 231100000430 skin reaction Toxicity 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- DBSABEYSGXPBTA-RXSVEWSESA-N (2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;phosphoric acid Chemical compound OP(O)(O)=O.OC[C@H](O)[C@H]1OC(=O)C(O)=C1O DBSABEYSGXPBTA-RXSVEWSESA-N 0.000 description 1
- 208000021959 Abnormal metabolism Diseases 0.000 description 1
- 206010067484 Adverse reaction Diseases 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- 239000001116 FEMA 4028 Substances 0.000 description 1
- 150000000996 L-ascorbic acids Chemical class 0.000 description 1
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 1
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 101710172711 Structural protein Proteins 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 230000005856 abnormality Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 235000010385 ascorbyl palmitate Nutrition 0.000 description 1
- 229940071097 ascorbyl phosphate Drugs 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 1
- 235000011175 beta-cyclodextrine Nutrition 0.000 description 1
- 229960004853 betadex Drugs 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 230000007691 collagen metabolic process Effects 0.000 description 1
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000036074 healthy skin Effects 0.000 description 1
- 230000036039 immunity Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000006371 metabolic abnormality Effects 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- ATHHXGZTWNVVOU-VQEHIDDOSA-N n-methylformamide Chemical group CN[13CH]=O ATHHXGZTWNVVOU-VQEHIDDOSA-N 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000008832 photodamage Effects 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 239000012088 reference solution Substances 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 230000009759 skin aging Effects 0.000 description 1
- 230000036548 skin texture Effects 0.000 description 1
- YRWWOAFMPXPHEJ-OFBPEYICSA-K sodium L-ascorbic acid 2-phosphate Chemical compound [Na+].[Na+].[Na+].OC[C@H](O)[C@H]1OC(=O)C(OP([O-])([O-])=O)=C1[O-] YRWWOAFMPXPHEJ-OFBPEYICSA-K 0.000 description 1
- 229940048058 sodium ascorbyl phosphate Drugs 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 210000000434 stratum corneum Anatomy 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 230000002087 whitening effect Effects 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
- A61K8/67—Vitamins
- A61K8/676—Ascorbic acid, i.e. vitamin C
-
- 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
- A61Q19/08—Anti-ageing preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/62—Three oxygen atoms, e.g. ascorbic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/522—Antioxidants; Radical scavengers
-
- 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
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dermatology (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Cosmetics (AREA)
Abstract
The invention provides wrinkle-removing tightening essence and a preparation method thereof, and belongs to the technical field of cosmetics. The composite material is prepared from the following raw materials in parts by weight: 3-5 parts of vitamin C derivative, 2-4 parts of glycerol, 1-2 parts of butanediol, 0.5-1 part of carbomer, 0.1-0.2 part of allantoin, 40-60 parts of deionized water, 0.1-0.2 part of citric acid, 0.1-0.2 part of resveratrol and 2-3 parts of jojoba oil. The wrinkle-removing tightening essence prepared by the invention has the advantages of simple preparation method, wide raw material sources and low cost, and the prepared emulsion has excellent functions of resisting aging, resisting oxidation, moisturizing, removing wrinkles, moisturizing and tightening and lightening wrinkles, and has wide application prospect.
Description
Technical Field
The invention relates to the technical field of cosmetics, in particular to wrinkle-removing tightening essence and a preparation method thereof.
Background
The skin is covered on the body surface, and can generate aging signs such as relaxation, no luster, deepening of wrinkles, pigmentation and the like under the combined action of various external environmental influences and endogenous factors. Thus, the problem of aging resistance is becoming a focus of attention. Aging phenomena in the skin are mainly associated with abnormal metabolism of fibroblasts. This includes, among others, abnormal collagen metabolism and increased elastase. Among them, collagen is the most important structural protein in the human body, and elastin is also an important structure for maintaining skin elasticity, and increasing elastase reduces the content of elastin in the skin. In naturally aged skin, collagen synthesized by fibroblasts is reduced, and simultaneously secreted elastase is increased, and both abnormalities cause skin relaxation and wrinkles. Thus, activating the normal metabolism of fibroblasts will act to lighten the fine wrinkles.
Vitamin C, also known as ascorbic acid, is a trace organic compound necessary for human nutrition and growth, and has physiological effects of: ascorbic acid can promote collagen formation, affecting elastin biosynthesis. Enhancing immunity, resisting oxidation, scavenging free radicals, inhibiting melanin generation, and reducing dark oxidized melanin. The ascorbic acid can be used for treating skin photodamage, whitening skin, and delaying skin aging. However, ascorbic acid is easily oxidized in air, and the derivatives of ascorbic acid have good stability, such as ascorbyl phosphate, ascorbyl palmitate, sodium ascorbyl phosphate, and the like.
Although vitamin C is widely used in cosmetics, its own physical and chemical limitations make their stability and bioavailability problems to be solved. Vitamin E is a fat-soluble vitamin, and its derivatives are insoluble in water and have a high viscosity, which makes it difficult to uniformly disperse in cosmetic systems, and if not treated, affects the appearance of the finished product and has a low bioavailability. Vitamin C is water soluble and cannot be fused with vitamin a. How to make vitamin C stable in cosmetics and release slowly on the skin is a worth exploring problem. Patent application CN201911020486.4 provides a method for clathrating retinol, which uses beta-cyclodextrin to encapsulate the retinol for slow release. Patent application CN110693003a provides a method for preparing an embedded fat-soluble vitamin emulsion gel, wherein the fat-soluble vitamin is encapsulated by starch and carboxymethyl cellulose emulsion gel. These methods disclose only the encapsulation technology of fat-soluble vitamins, and do not solve the problem of combining water-soluble vitamins with fat-soluble vitamins. The fat-soluble vitamin particles coated layer by layer have larger particle size and are difficult to be absorbed by skin. Therefore, the vitamin C compound composition or the vitamin C compound product which has simple preparation process, can be stably dispersed and permeated into the skin easily and can improve the bioavailability of the vitamin C compound composition or the vitamin C compound product has become the current urgent problem to be solved.
Disclosure of Invention
The invention aims to provide the wrinkle-removing tightening essence and the preparation method thereof, the preparation method is simple, the raw material sources are wide, the cost is low, and the prepared emulsion has excellent functions of resisting aging, resisting oxidation, moisturizing, removing wrinkles, moisturizing and tightening and lightening wrinkles, and has wide application prospect.
The technical scheme of the invention is realized as follows:
the invention provides a vitamin C derivative, which has a structure shown in the following formula I:
the invention further provides a preparation method of the vitamin C derivative, which comprises the following steps:
s1, reacting N-methyl formamide with thionyl chloride to prepare an intermediate, wherein the structure is as follows:
s2, reacting the intermediate, alkali and vitamin C to obtain the vitamin C derivative.
As a further improvement of the invention, the molar ratio of the N-methyl formamide to the thionyl chloride in the step S1 is 1:1-1.1.
As a further improvement of the present invention, the molar ratio of the intermediate, the base and the vitamin C in step S2 is 4-4.2:3-5:1.
As a further improvement of the present invention, the base in step S2 is at least one selected from the group consisting of triethylamine, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, cesium carbonate, diethylamine, ethylenediamine.
As a further improvement of the invention, the method specifically comprises the following steps:
s1, dissolving 1-1.1 molar equivalent of thionyl chloride in chloroform, placing at a temperature of between-4 and 0 ℃, dropwise adding a chloroform solution in which 1 molar equivalent of N-methylformamide is dissolved, placing at room temperature for reaction for 20-30min after the dropwise adding is completed, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain an intermediate;
s2, adding 4-4.2 molar equivalents of the intermediate, 3-5 molar equivalents of the alkali and 1 molar equivalent of the vitamin C into chloroform, heating and refluxing for 2-3 hours, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain the vitamin C derivative.
The invention further provides wrinkle-removing tightening essence containing the vitamin C derivative.
As a further improvement of the invention, the invention is prepared from the following raw materials in parts by weight: 3-5 parts of vitamin C derivative, 2-4 parts of glycerol, 1-2 parts of butanediol, 0.5-1 part of carbomer, 0.1-0.2 part of allantoin, 40-60 parts of deionized water, 0.1-0.2 part of citric acid, 0.1-0.2 part of resveratrol and 2-3 parts of jojoba oil.
The invention further provides a preparation method of the wrinkle-removing tightening essence, which comprises the following steps of:
s1, adding glycerol, butanediol, citric acid and resveratrol into deionized water, heating, stirring and mixing uniformly to obtain a phase A;
s2, heating and uniformly mixing the vitamin C derivative, the allantoin and the jojoba oil to obtain a phase B;
s3, adding the phase A into the phase B, adding carbomer and citric acid, emulsifying, and discharging to obtain the wrinkle-removing tightening essence.
As a further improvement of the invention, the heating temperature in the step S1 is 50-60 ℃, the heating temperature in the step S2 is 55-75 ℃, the emulsifying rotating speed in the step S3 is 12000-15000r/min, and the time is 10-15min.
The invention has the following beneficial effects: the N-methyl formamide has good transdermal absorption promoting effect, interferes with the ordered arrangement of lipid molecules, has good moisturizing effect, prevents the loss of natural moisturizing factors, and plays a proper role in controlling the volatilization of moisture, so that the stratum corneum maintains a certain water content. The vitamin C derivative not only contains vitamin C molecules, but also combines a plurality of N-methyl formamide structures, promotes the absorption of molecules by skin, improves the anti-aging and antioxidant capabilities of the skin, further improves the moisturizing effect of the skin, and plays a role in removing wrinkles, moisturizing and tightening and lightening wrinkles.
The wrinkle-removing tightening essence prepared by the invention has the advantages of simple preparation method, wide raw material sources and low cost, and the prepared emulsion has excellent functions of resisting aging, resisting oxidation, moisturizing, removing wrinkles, moisturizing and tightening and lightening wrinkles, and has wide application prospect.
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 for vitamin C derivatives according to the 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 present embodiment provides a vitamin C derivative.
As shown in fig. 1, the preparation method specifically comprises the following steps:
s1, dissolving 1mol of thionyl chloride in 100mL of chloroform, placing at the temperature of minus 4 ℃, dropwise adding 20mL of chloroform solution dissolved with 1mol of N-methylformamide, reacting at room temperature for 20min after the dropwise adding is completed, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain an intermediate with the yield of 97.2%;
s2, adding 4mol of the intermediate, 3mol of cesium carbonate and 1mol of vitamin C into 200mL of chloroform, heating and refluxing for reaction for 2h, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain the vitamin C derivative with the yield of 91.5%.
ESI-MS calculated: c (C) 18 H 29 N 4 O 6 (m+h) +397.44, found: 397.4.
nuclear magnetic results: 1 H NMR(300MHz,CDCl 3 )δ6.05(m,4H),5.0(d,1H),3.99-4.04(m,8H),3.93(d,1H)3.82(m,2H),2.47(s,12H)。
example 2
The present embodiment provides a vitamin C derivative.
As shown in fig. 1, the preparation method specifically comprises the following steps:
s1, dissolving 1.1mol of thionyl chloride in 100mL of chloroform, placing at 0 ℃, dropwise adding 20mL of chloroform solution dissolved with 1mol of N-methylformamide, reacting at room temperature for 30min after the dropwise adding is completed, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain an intermediate with the yield of 98.1%;
s2, adding 4.2mol of intermediate, 5mol of ethylenediamine and 1mol of vitamin C into 200mL of chloroform, heating and refluxing for reaction for 3h, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain the vitamin C derivative with the yield of 94.0%.
Example 3
The present embodiment provides a vitamin C derivative.
As shown in fig. 1, the preparation method specifically comprises the following steps:
s1, dissolving 1.05mol of thionyl chloride in 100mL of chloroform, placing at the temperature of minus 2 ℃, dropwise adding 20mL of chloroform solution dissolved with 1mol of N-methylformamide, reacting at room temperature for 25min after the dropwise adding is completed, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain an intermediate with the yield of 98.8%;
s2, adding 4.1mol of intermediate, 4mol of triethylamine and 1mol of vitamin C into 200mL of chloroform, heating and refluxing for 2.5h, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain the vitamin C derivative with the yield of 93.2%.
Example 4
The embodiment provides wrinkle-removing tightening essence.
The raw materials comprise the following components in parts by weight: example 1 vitamin C derivative 3 parts, glycerin 2 parts, butanediol 1 part, carbomer 0.5 parts, allantoin 0.1 parts, deionized water 40 parts, citric acid 0.1 parts, resveratrol 0.1 parts, and jojoba oil 2 parts.
The preparation method comprises the following steps:
s1, adding glycerol, butanediol, citric acid and resveratrol into deionized water, heating to 50 ℃, stirring and mixing for 20min to obtain a phase A;
s2, heating the vitamin C derivative, the allantoin and the jojoba oil to 55 ℃, and stirring and mixing for 20min to obtain a phase B;
s3, adding the phase A into the phase B, adding carbomer and citric acid, emulsifying for 10min at 12000r/min, and discharging to obtain the wrinkle-removing tightening essence.
Example 5
The embodiment provides wrinkle-removing tightening essence.
The raw materials comprise the following components in parts by weight: example 2 prepared 5 parts of vitamin C derivative, 4 parts of glycerin, 2 parts of butanediol, 1 part of carbomer, 0.2 part of allantoin, 60 parts of deionized water, 0.2 part of citric acid, 0.2 part of resveratrol and 3 parts of jojoba oil.
The preparation method comprises the following steps:
s1, adding glycerol, butanediol, citric acid and resveratrol into deionized water, heating to 60 ℃, stirring and mixing for 20min to obtain a phase A;
s2, heating the vitamin C derivative, the allantoin and the jojoba oil to 75 ℃, and stirring and mixing for 20min to obtain a phase B;
s3, adding the phase A into the phase B, adding carbomer and citric acid, emulsifying for 15min at 15000r/min, and discharging to obtain the wrinkle-removing tightening essence.
Example 6
The embodiment provides wrinkle-removing tightening essence.
The raw materials comprise the following components in parts by weight: example 3 vitamin C derivatives 4 parts, glycerol 3 parts, butylene glycol 1.5 parts, carbomer 0.7 parts, allantoin 0.15 parts, deionized water 40-60 parts, citric acid 0.15 parts, resveratrol 0.15 parts, jojoba oil 2.5 parts were prepared.
The preparation method comprises the following steps:
s1, adding glycerol, butanediol, citric acid and resveratrol into deionized water, heating to 55 ℃, stirring and mixing for 20min to obtain a phase A;
s2, heating the vitamin C derivative, the allantoin and the jojoba oil to 65 ℃, and stirring and mixing for 20min to obtain a phase B;
s3, adding the phase A into the phase B, adding carbomer and citric acid, emulsifying for 12min at 13500r/min, and discharging to obtain the wrinkle-removing tightening essence.
Comparative example 1
The difference compared to example 6 is that the vitamin C derivative prepared in example 3 is replaced by an equivalent amount of vitamin C.
Comparative example 2
The difference compared to example 6 is that the vitamin C derivative prepared in example 3 is replaced by N-methylformamide.
Comparative example 3
The difference compared with example 6 is that the vitamin C derivative prepared in example 3 is not added.
Test example 1 human body patch test
Test article: wrinkle-removing tightening essence prepared in examples 4-6 and comparative examples 1-3
Negative control: deionized water
The subject: 30 people, 0 man and 30 woman, are 22-48 years old, and meet the volunteer selection standard of the subjects.
The patch method comprises the following steps: selecting a qualified patch tester, dripping 0.02mL of a test object and a negative control into the patch tester by a closed patch test method, applying a special adhesive tape for external use on the back of a subject, removing the test object after 24 hours, observing skin reactions after 0.5, 24 and 48 hours respectively, and recording the results according to skin reaction grading standards in cosmetic health Specification (2007 edition). The test results are shown in Table 1:
TABLE 1 human skin patch test results
The test results of the human skin patch show that: skin adverse reactions occurred in 0 out of 30 people; the cosmetic liquid of the present invention was demonstrated to be safe in use, and the wrinkle-removing tightening essence prepared in examples 5 and 6 and comparative examples 1 to 3 was used for the skin patch test of human body in the above-described manner, and test results similar to the above-described test results were obtained.
Test example 2 antioxidant Effect
Experimental group: wrinkle-removing tightening essence prepared in examples 4 to 6;
comparison group: wrinkle-removing tightening essence prepared in comparative examples 1 to 3;
positive comparative example: reference VC.
0.02604g DPPH (96% by weight) is accurately weighed, dissolved and fixed to 100mL by using ethanol with the volume concentration of 95%, and stored for later use with the DPPH concentration of 0.25 g/L. In the experiment, 12ml of DPPH solution with the concentration of 0.25g/L is taken, 100mL of the solution is fixed with 95% ethanol, and the concentration of the DPPH solution is 0.03g/L. Baseline was scanned using 95% ethanol as reference solution. The DPPH solution of 0.03g/L was measured to have a maximum absorption wavelength of 518nm at 400-600 nm.
Determination of absorbance of the blank control: 5mL of a DPPH solution (0.03 g/L) was taken into a 10mL EP tube, and 0.1mL of a 95% strength by volume ethanol solution was added thereto and mixed. The absorbance at 518nm was measured and designated A 0 。
Measuring the absorbance of the liquid to be measured: 5mL of a DPPH solution of 0.03g/L was taken into an EP tube, and 0.1mL of the solution to be measured was added thereto and mixed well. The absorbance at 518nm was measured and designated A i 。
Data processing, namely calculating the clearance E, E=1-A of the obtained data according to the following formula i /A 0 ×100%
The results of the radical scavenging rate obtained by the measurement are shown in Table 7:
TABLE 7 solution radical scavenging Rate
As shown in the table above, the wrinkle-removing tightening essence prepared in the examples 4-6 has a good antioxidation effect.
Test example 3
Skin texture was measured using the wrinkle-removing tightening essence prepared in examples 4 to 6 and comparative examples 1 to 3, respectively. Firstly, 60 female testees with healthy skin are selected, the left half face of each testee is coated with the toning lotion prepared by the invention as an experimental group, and the other half face is not coated with any substance as a blank group. The test is carried out for 8 weeks, and the skin of the testee is detected and analyzed by each instrument at 1 week, 4 weeks and 8 weeks respectively, so that the improvement effects of the toning lotion on the skin moisture content, the skin elasticity, the fine lines and the skin roughness are evaluated, and the average values of the three tests at 1 week, 4 weeks and 8 weeks are shown in table 3.
TABLE 3 Table 3
As shown in the table above, the wrinkle-removing tightening essence prepared in the embodiments 4-6 has good wrinkle-removing, wrinkle-removing and skin-improving effects.
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. A vitamin C derivative characterized by having the structure of formula I:
2. a process for the preparation of vitamin C derivatives according to claim 1, comprising the steps of:
s1, reacting N-methyl formamide with thionyl chloride to prepare an intermediate, wherein the structure is as follows:
s2, reacting the intermediate, alkali and vitamin C to obtain the vitamin C derivative.
3. The process according to claim 2, wherein the molar ratio of N-methylformamide to thionyl chloride in step S1 is 1:1 to 1.1.
4. The process according to claim 2, wherein the molar ratio of the intermediate, the base and the vitamin C in step S2 is 4-4.2:3-5:1.
5. The method according to claim 2, wherein the base in step S2 is at least one selected from the group consisting of triethylamine, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, cesium carbonate, diethylamine, and ethylenediamine.
6. The preparation method according to claim 2, characterized by comprising the following steps:
s1, dissolving 1-1.1 molar equivalent of thionyl chloride in chloroform, placing at a temperature of between-4 and 0 ℃, dropwise adding a chloroform solution in which 1 molar equivalent of N-methylformamide is dissolved, placing at room temperature for reaction for 20-30min after the dropwise adding is completed, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain an intermediate;
s2, adding 4-4.2 molar equivalents of the intermediate, 3-5 molar equivalents of the alkali and 1 molar equivalent of the vitamin C into chloroform, heating and refluxing for 2-3 hours, adding saturated sodium bicarbonate, extracting, concentrating, and separating by column chromatography to obtain the vitamin C derivative.
7. A wrinkle-removing and tightening essence comprising the vitamin C derivative according to claim 1.
8. The wrinkle removal and tightening essence according to claim 7, which is characterized by being prepared from the following raw materials in parts by weight: 3-5 parts of vitamin C derivative, 2-4 parts of glycerol, 1-2 parts of butanediol, 0.5-1 part of carbomer, 0.1-0.2 part of allantoin, 40-60 parts of deionized water, 0.1-0.2 part of citric acid, 0.1-0.2 part of resveratrol and 2-3 parts of jojoba oil.
9. A method for preparing the wrinkle-removing tightening essence according to claim 8, comprising the steps of:
s1, adding glycerol, butanediol, citric acid and resveratrol into deionized water, heating, stirring and mixing uniformly to obtain a phase A;
s2, heating and uniformly mixing the vitamin C derivative, the allantoin and the jojoba oil to obtain a phase B;
s3, adding the phase A into the phase B, adding carbomer and citric acid, emulsifying, and discharging to obtain the wrinkle-removing tightening essence.
10. The method according to claim 9, wherein the heating temperature in step S1 is 50-60 ℃, the heating temperature in step S2 is 55-75 ℃, and the emulsifying rotational speed in step S3 is 12000-15000r/min for 10-15min.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202310466105.5A CN116462646A (en) | 2023-04-26 | 2023-04-26 | Wrinkle-removing tightening essence and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202310466105.5A CN116462646A (en) | 2023-04-26 | 2023-04-26 | Wrinkle-removing tightening essence and preparation method thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
CN116462646A true CN116462646A (en) | 2023-07-21 |
Family
ID=87175191
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202310466105.5A Pending CN116462646A (en) | 2023-04-26 | 2023-04-26 | Wrinkle-removing tightening essence and preparation method thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN116462646A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN117567454A (en) * | 2023-10-25 | 2024-02-20 | 广州宏琪生物科技有限公司 | Anti-aging composition, anti-aging emulsion and preparation method thereof |
-
2023
- 2023-04-26 CN CN202310466105.5A patent/CN116462646A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN117567454A (en) * | 2023-10-25 | 2024-02-20 | 广州宏琪生物科技有限公司 | Anti-aging composition, anti-aging emulsion and preparation method thereof |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE69914726T2 (en) | COMPOSITION FOR REGULATING THE SKIN APPEARANCE | |
CN113616566B (en) | Skin care essence for tightening skin and preparation method thereof | |
EP2559708B1 (en) | Process for producing zinc hyaluronate, process for producing cosmetic containing zinc hyaluronate, zinc hyaluronate and process for producing the same | |
CN116462646A (en) | Wrinkle-removing tightening essence and preparation method thereof | |
ZA200209682B (en) | Combined cartilage and plant extract compositions. | |
US6479059B2 (en) | Trichological lotion for topical use | |
JP7245960B2 (en) | Composition and its use in the manufacture of skin care products for regulating skin biorhythms | |
CN105232408B (en) | A kind of skin conditioning agent of long-acting moisturizing and preparation method and application | |
CN114159347B (en) | Composition with whitening and repairing effects and preparation method and application thereof | |
CN112641657B (en) | Moisturizing and repairing face cream and preparation method thereof | |
CN111450003A (en) | Anti-aging and beautifying nutrient containing golden fragrant willow extract, preparation method thereof, essence and extraction method of golden fragrant willow extract | |
CN109464314A (en) | Gold bullet moistens Face-protecting mask and preparation method thereof | |
JP5677768B2 (en) | External composition for skin containing vitamins | |
CN114159316A (en) | Microcapsule liposome for caring skin around eyes and preparation method thereof | |
CN115645293A (en) | Essence oil with antioxidant effect and preparation method and application thereof | |
CN113288823B (en) | Pomelo peel pectin mask essence and preparation method thereof | |
CN113181073B (en) | Composite vitamin emulsion, wrinkle-removing essence cream and preparation method thereof | |
CN112451450A (en) | Emulsion type gel with natural antioxidant active ingredients and preparation method thereof | |
CN110946776A (en) | A skin caring cream containing cicada extract and its preparation method | |
CN113527537A (en) | Levo-vitamin C hyaluronic acid ester derivative and preparation method and application thereof | |
CN112012015A (en) | Novel soybean peptide textile fabric and preparation method thereof | |
KR100467501B1 (en) | A cosmetic composite | |
CN111603405A (en) | Whitening anti-aging composition and skin care product containing same | |
KR20160017891A (en) | Composition for protecting skin with antioxidant activity comprising egf and placenta | |
CN116903686A (en) | Whitening compound, preparation method and whitening cosmetic |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination |