CN114209601A - Sun-proof compressed tablet capable of being quickly coated and loaded with ultraviolet screening agent as well as preparation method and using method thereof - Google Patents
Sun-proof compressed tablet capable of being quickly coated and loaded with ultraviolet screening agent as well as preparation method and using method thereof Download PDFInfo
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- CN114209601A CN114209601A CN202111679859.6A CN202111679859A CN114209601A CN 114209601 A CN114209601 A CN 114209601A CN 202111679859 A CN202111679859 A CN 202111679859A CN 114209601 A CN114209601 A CN 114209601A
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- sunscreen
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- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 56
- 238000012216 screening Methods 0.000 title claims abstract description 48
- 239000007891 compressed tablet Substances 0.000 title claims abstract description 32
- 238000000034 method Methods 0.000 title claims abstract description 30
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 239000000516 sunscreening agent Substances 0.000 claims abstract description 49
- 230000000475 sunscreen effect Effects 0.000 claims abstract description 46
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 36
- 239000005017 polysaccharide Substances 0.000 claims abstract description 36
- 150000004676 glycans Chemical class 0.000 claims abstract description 35
- 238000003756 stirring Methods 0.000 claims abstract description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- 238000004108 freeze drying Methods 0.000 claims abstract description 21
- 230000004048 modification Effects 0.000 claims abstract description 18
- 238000012986 modification Methods 0.000 claims abstract description 18
- 238000011065 in-situ storage Methods 0.000 claims abstract description 15
- 239000002994 raw material Substances 0.000 claims abstract description 14
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 7
- 238000000502 dialysis Methods 0.000 claims abstract description 7
- 238000010992 reflux Methods 0.000 claims abstract description 7
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 7
- 230000001235 sensitizing effect Effects 0.000 claims abstract description 4
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (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-carboxylic acid Chemical compound 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 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims description 49
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- 239000000126 substance Substances 0.000 claims description 24
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- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc oxide Inorganic materials [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 16
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- 229910021641 deionized water Inorganic materials 0.000 claims description 14
- 108010010803 Gelatin Proteins 0.000 claims description 13
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- 229920000159 gelatin Polymers 0.000 claims description 13
- 235000019322 gelatine Nutrition 0.000 claims description 13
- 235000011852 gelatine desserts Nutrition 0.000 claims description 13
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 11
- 238000005576 amination reaction Methods 0.000 claims description 10
- 239000011787 zinc oxide Substances 0.000 claims description 10
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 230000003647 oxidation Effects 0.000 claims description 7
- 238000007254 oxidation reaction Methods 0.000 claims description 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 6
- 239000004202 carbamide Substances 0.000 claims description 6
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 5
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 4
- -1 anhydride compound Chemical class 0.000 claims description 4
- 229910000420 cerium oxide Inorganic materials 0.000 claims description 4
- 229910000422 cerium(IV) oxide Inorganic materials 0.000 claims description 4
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- 238000005886 esterification reaction Methods 0.000 claims description 4
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 claims description 4
- 239000004246 zinc acetate Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 230000010933 acylation Effects 0.000 claims description 3
- 238000005917 acylation reaction Methods 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- 239000003431 cross linking reagent Substances 0.000 claims description 3
- 229940014259 gelatin Drugs 0.000 claims description 3
- 238000011068 loading method Methods 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- 239000004408 titanium dioxide Substances 0.000 claims description 3
- RNWHGQJWIACOKP-UHFFFAOYSA-N zinc;oxygen(2-) Chemical compound [O-2].[Zn+2] RNWHGQJWIACOKP-UHFFFAOYSA-N 0.000 claims description 3
- 238000002715 modification method Methods 0.000 claims description 2
- 239000003826 tablet Substances 0.000 claims 2
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- 239000000463 material Substances 0.000 description 10
- LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide Substances CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 description 8
- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 8
- 239000002131 composite material Substances 0.000 description 6
- 239000002537 cosmetic Substances 0.000 description 6
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- ASOKPJOREAFHNY-UHFFFAOYSA-N 1-Hydroxybenzotriazole Chemical compound C1=CC=C2N(O)N=NC2=C1 ASOKPJOREAFHNY-UHFFFAOYSA-N 0.000 description 4
- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 description 4
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- 230000003020 moisturizing effect Effects 0.000 description 3
- 235000010215 titanium dioxide Nutrition 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 229910004631 Ce(NO3)3.6H2O Inorganic materials 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
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- 239000003642 reactive oxygen metabolite Substances 0.000 description 2
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- 150000001875 compounds Chemical class 0.000 description 1
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- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical compound CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 description 1
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- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/29—Titanium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0208—Tissues; Wipes; Patches
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/27—Zinc; Compounds thereof
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/733—Alginic acid; Salts thereof
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/735—Mucopolysaccharides, e.g. hyaluronic acid; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- 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
- 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
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/84—Products or compounds obtained by lyophilisation, freeze-drying
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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)
- Birds (AREA)
- Epidemiology (AREA)
- Inorganic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention discloses a sunscreen compressed tablet capable of being quickly coated and loaded with an ultraviolet screening agent, and a preparation method and a use method thereof. The preparation method comprises the following steps: (1) obtaining a spongy object through polysaccharide functional modification, dialysis and freeze-drying; (2) dissolving the sponge-like object in a proper amount of water, sequentially adding raw materials for in-situ synthesis of the ultraviolet screening agent into the solution, adjusting the pH, and refluxing and stirring; (3) freeze drying and compressing the mixed solution to obtain the sunscreen compressed tablet. The sunscreen compressed tablet is applied by dissolving in a small amount of water, so as to achieve the effect of shielding ultraviolet rays. The sunscreen compressed tablet has strong ultraviolet shielding effect, good fluid viscosity, moisture retention and biocompatibility, and more importantly, convenience. The compressed membrane perfectly matches the skin surface without irritating and sensitizing the skin.
Description
Technical Field
The invention belongs to the technical field of cosmetic preparation. In particular to a preparation method of a sunscreen compressed tablet capable of being quickly coated and loaded with an ultraviolet screening agent.
Background
Ultraviolet radiation in large or long-term amounts can cause excessive Reactive Oxygen Species (ROS) to be produced by the skin, causing DNA damage, causing alterations in various cellular and tissue structures of the skin, inhibiting immune functions of the skin, and even inducing skin cancer. Currently, the incidence of uv-induced non-melanoma skin cancers, including squamous cell carcinoma and basal cell carcinoma, has increased dramatically worldwide. Although the incidence of skin cancer is increasing, it has to be mentioned that they are the most preventable of all cancers.
The ultraviolet screening agent, also called as physical sun-screening agent, can form a reflection-blocking layer on the surface of the skin to scatter or reflect ultraviolet rays, thereby reducing the direct irradiation of the ultraviolet rays to the skin and achieving the sun-screening effect. The substance is mainly white powder such as titanium white powder (TiQ)2) Zinc oxide, cerium oxide, kaolin, calcium carbonate, talc powder, iron oxide, and the like. The cosmetic prepared from the sunscreen agent has the advantages of preventing UVA and UVB from damaging skin, having no chemical reaction on the skin, being mild to skin glue, high in safety and good in stability, but has the defects that the skin is white or has solid sticky clusters after being used, the skin is easy to dry and peel, and pores are easy to block when the sunscreen agent is used too much.
Polysaccharides are high molecular compounds, and are biological macromolecules widely distributed in cell membranes, cell walls, cells and outside secretory cells, and common polysaccharide compounds include cellulose, hyaluronic acid, chitosan, starch, gelatin and the like. The polysaccharide is a viscous polysaccharide due to good water solubility and biocompatibility, and HA HAs a good moisturizing effect, is a natural biomolecule and is known as a natural moisturizing factor, and HAs fluid viscosity behavior, so that the polysaccharide can be in good contact with skin, HAs fresh texture, and HAs good water locking and moisturizing effects. In addition, HA also HAs excellent biocompatibility, lubricity, and degradability. However, some polysaccharides have the disadvantages of poor stability, easy degradation, excessive hydrophilicity and the like, and the application of the polysaccharides is limited, so that polysaccharide derivatives with new biological activity and functionality are more and more widely applied in the fields of clinical medicine, advanced cosmetics, health food and the like through modification and modification of the polysaccharides.
The invention modifies the polysaccharide into sponge shape, can obviously swell in water to form a porous reticular structure, is an effective carrier, and has good monodispersity when loading the in-situ synthesized nano shielding agent, thereby obtaining better ultraviolet shielding effect. The modified polysaccharide and the nano ultraviolet screening agent are combined, so that the advantages of the modified polysaccharide and the nano ultraviolet screening agent are fully exerted, the respective defects are overcome, and the hydrogel has a wide application prospect in the field of sunscreen cosmetics.
Disclosure of Invention
The invention aims to provide a sunscreen compressed tablet capable of being quickly coated and loaded with an ultraviolet screening agent, and discloses a sunscreen compressed tablet which is prepared by taking freeze-dried functional polysaccharide sponge as a carrier, synthesizing the ultraviolet screening agent on the carrier in situ, and freeze-drying and compressing. The sunscreen compressed tablet is applied by dissolving in a small amount of water, so as to achieve the effect of shielding ultraviolet rays. The sunscreen compressed tablet has strong ultraviolet shielding effect, good fluid viscosity, moisture retention and biocompatibility, and more importantly, convenience. The compressed membrane perfectly matches the skin surface without irritating and sensitizing the skin.
The technical scheme of the invention is as follows:
a preparation method of a sunscreen compressed tablet capable of being quickly coated and loaded with an ultraviolet screening agent comprises the following steps:
(1) performing different functional modifications on the polysaccharide to obtain functional polysaccharide;
(2) dissolving functionalized polysaccharide in deionized water, sequentially adding raw materials of an in-situ synthesis ultraviolet shielding agent, adjusting the pH, and refluxing and stirring;
(3) the resulting mixture was freeze-dried and compressed into a film.
Further, in the step (1), the polysaccharide comprises more than one of hyaluronic acid, sodium alginate, gelatin and derivatives thereof; the functional modification comprises more than one of amination, esterification and oxidation;
the specific method for modifying hyaluronic acid amination comprises the following steps: 0.2mmol of polysaccharide, 2mmol of cross-linking agent, 2mmol of acylation catalyst and 0.2mmol of water loss agent, reacting for 24h, dialyzing for 3 days, and freeze-drying;
the specific method for esterifying and modifying the hyaluronic acid comprises the following steps: 1% (w/v) of polysaccharide, 1mol/LNaOH to adjust pH to 9.0, adding excessive acid or anhydride compound, stirring at 4 deg.C for reaction for 24h, dialyzing for 3 days, and freeze drying;
the hyaluronic acid oxidation modification method comprises the following specific steps: stirring 2.5mmol polysaccharide and 0.6mmol sodium periodate at room temperature in dark place for 2h, adding ethylene glycol to inactivate the excessive sodium periodate, stirring at room temperature in dark place for reaction for 1h, dialyzing for 3 days, and freeze-drying.
Furthermore, the molecular weight cut-off (MwCO) of a dialysis bag used for dialysis is lower than the molecular weight of the polymer, and the molecular weight is 3500-4000.
Further, in the step (2), the in-situ synthesized ultraviolet shielding agent comprises titanium dioxide TiO2Zinc oxide ZnO, cerium oxide CeO2More than one of them.
Further, in the step (2), the raw materials and the addition amount of the in-situ synthesized ultraviolet shielding agent satisfy the following requirements: n-butyl titanate: ethanol: the mass ratio of the acetylacetone is 1: 15-20: 1-2; or Ce (NO)3)3The mass ratio of 6H2O to urea is 1: 1.2-2; or zinc acetate: isopropyl alcohol: the mass ratio of the diethanolamine is 1-3: 1:1.
Further, in the step (2), the freeze-dried substance is an aminated hyaluronic acid freeze-dried substance, an esterified hyaluronic acid freeze-dried substance, an oxidized hyaluronic acid freeze-dried substance, an aminated sodium alginate freeze-dried substance, an esterified sodium alginate freeze-dried substance, an oxidized sodium alginate freeze-dried substance, an aminated gelatin freeze-dried substance, an esterified gelatin freeze-dried substance, or an oxidized gelatin freeze-dried substance.
Further, the step (2) is specifically as follows: dissolving 0.3-0.6g of the freeze-dried substance in 40ml of deionized water, then sequentially adding the raw materials of the in-situ synthesis ultraviolet shielding agent, adjusting the pH, and refluxing and stirring.
A sunscreen compressed tablet capable of being coated and loaded with ultraviolet screening agent rapidly has ultraviolet screening rate of 81-89.4% at UVA320-400nm, 90.7-97.3% at UVB275-320nm, and 95.2-99.6% at UVC200-275nm
A method for using a sunscreen compressed tablet capable of being quickly smeared and loaded with an ultraviolet screening agent comprises the steps of dissolving the sunscreen compressed tablet in a small amount of water, uniformly smearing the sunscreen compressed tablet on the surface of skin, integrating the functions of light weight, portability and sunscreen, perfectly matching the surface of the skin without stimulating and sensitizing the skin, and applying the sunscreen compressed tablet to the field of sunscreen cosmetics.
Compared with the prior art, the invention has the advantages that:
the sunscreen compressed tablet capable of being quickly smeared and loaded with the ultraviolet screening agent has a strong ultraviolet screening effect, can prevent UVA and UVB from damaging the skin, does not generate chemical reaction on the skin, is mild in skin glue, high in safety and good in stability, and has good fluid viscosity, moisture retention and biocompatibility. The preparation method is scientific, effective, simple and feasible, and has repeatability and expandability. The invention has wide application prospect in the field of sunscreen cosmetics.
Drawings
Fig. 1 is a diagram showing the effect of dissolving and stretching a compressed membrane, which is obtained by performing infrared test on a carrier of the compressed membrane prepared in examples 1 to 5, wherein amino functional modification of hyaluronic acid is successful, and the material is partially dissolved in water better through modification.
FIG. 2 is a graph of transmittance of UV screening agent compressed films synthesized from different materials prepared in examples 1 to 5;
fig. 3 is a graph showing the effectiveness of uv screening agent compressed films synthesized from different raw materials prepared in examples 1 to 5 in uv protection.
Detailed description of the invention
The following further describes, but is not limited to, embodiments of the present invention in connection with the following examples and the accompanying drawings.
The method of the embodiment is as follows:
a preparation method of a sunscreen compressed tablet capable of being quickly coated and loaded with an ultraviolet screening agent comprises the following steps:
(1) performing different functional modifications on the polysaccharide to obtain functional polysaccharide;
(2) dissolving functionalized polysaccharide in deionized water, sequentially adding raw materials of an in-situ synthesis ultraviolet shielding agent, adjusting the pH, and refluxing and stirring;
(3) the resulting mixture was freeze-dried and compressed into a film.
In the above method, in step (1), the polysaccharide comprises one or more of hyaluronic acid, sodium alginate, gelatin and derivatives thereof; the functional modification comprises more than one of amination, esterification and oxidation.
In the above method, the specific method for modifying hyaluronic acid amination is as follows: 0.2mmol of polysaccharide, 2mmol of cross-linking agent, 2mmol of acylation catalyst and 0.2mmol of water loss agent, reacting for 24h, dialyzing for 3 days, and freeze-drying.
In the above method, the specific method for esterifying and modifying hyaluronic acid is as follows: 1% (w/v) of polysaccharide, 1mol/LNaOH to adjust pH to 9.0, adding excessive acid or anhydride compound, stirring at 4 deg.C for 24 hr, dialyzing for 3 days, and freeze drying.
In the above method, the hyaluronic acid oxidation modification specifically comprises: stirring 2.5mmol polysaccharide and 0.6mmol sodium periodate at room temperature in dark place for 2h, adding ethylene glycol to inactivate the excessive sodium periodate, stirring at room temperature in dark place for reaction for 1h, dialyzing for 3 days, and freeze-drying.
In the method, the molecular weight cut-off (MwCO) of the dialysis bag used for dialysis is lower than the molecular weight of the polymer, and the molecular weight is 3500-4000.
Further, in the step (2), the sourceThe synthesized ultraviolet screening agent comprises titanium dioxide TiO2Zinc oxide ZnO, cerium oxide CeO2More than one of them.
In the method, in the step (2), the raw materials and the addition amount of the in-situ synthesized ultraviolet shielding agent meet the following requirements: n-butyl titanate: ethanol: the mass ratio of the acetylacetone is 1: 15-20: 1-2; or Ce (NO)3)3The mass ratio of 6H2O to urea is 1: 1.2-2; or zinc acetate: isopropyl alcohol: the mass ratio of the diethanolamine is 1-3: 1:1.
In the above method, in the step (2), the lyophilized substance is an aminated hyaluronic acid lyophilized substance, an esterified hyaluronic acid lyophilized substance, an oxidized hyaluronic acid lyophilized substance, an aminated sodium alginate lyophilized substance, an esterified sodium alginate lyophilized substance, an oxidized sodium alginate lyophilized substance, an aminated gelatin lyophilized substance, an esterified gelatin lyophilized substance, or an oxidized gelatin lyophilized substance.
In the method, the step (2) is specifically as follows: dissolving 0.3-0.6g of the freeze-dried substance in 40ml of deionized water, then sequentially adding the raw materials of the in-situ synthesis ultraviolet shielding agent, adjusting the pH, and refluxing and stirring.
Example 1
This example provides a method for rapidly applying a UV screening agent-loaded "sunscreen compact" comprising the steps of:
(1) amination of hyaluronic acid: 0.2mmol of Hyaluronic Acid (HA), 2mmol of adipic Acid Dihydrazide (ADH), 2mmol of 1-hydroxybenzotriazole (HoBt) and 0.2mmol of 1-ethyl- (3-dimethylaminopropyl) carbodiimide hydrochloride (EDC), reacting for 24h, dialyzing for 3 days, and freeze-drying to obtain a sponge;
(2) taking 600mg of freeze-dried material of the aminated hyaluronic acid, completely dissolving the freeze-dried material in 40mL of deionized water by magnetic stirring to obtain a homogeneous phase aqueous solution A, pouring 10g of n-butyl titanate into a 100mL beaker, feeding 1:15:1 of n-butyl titanate, ethanol and acetylacetone to obtain a solution A, mixing the solution A and the solution B, adjusting the pH, reacting for 2 hours under stirring at 25-30 ℃, finally adding 200 mu l of glycerol, filtering, standing and defoaming to obtain a mixed solution;
(3) freeze drying the obtained mixed solution, and compressing into a film to obtain the fast-smearing-loaded nano TiO2The "sunscreen compressed tablet" of (1).
Example 2
This example provides a method for rapidly applying a UV screening agent-loaded "sunscreen compact" comprising the steps of:
(1) amination of hyaluronic acid: 0.2mmol of Hyaluronic Acid (HA), 2mmol of adipic Acid Dihydrazide (ADH), 2mmol of 1-hydroxybenzotriazole (HoBt) and 0.2mmol of 1-ethyl- (3-dimethylaminopropyl) carbodiimide hydrochloride (EDC), reacting for 24h, dialyzing for 3 days, and freeze-drying to obtain a sponge;
(2) taking a proper amount of freeze-dried material of 600mg of aminated hyaluronic acid, completely stirring by magnetic force, dissolving in 40ml of deionized water, and then adding Ce (NO)3)3·6H2Completely dispersing urea (mass ratio of 1:1.2) in the solution, stirring at 60 deg.C for 15min, adjusting pH to 8, stirring at 80 deg.C for 2-10min, and adding 200 μ l glycerol to obtain composite solution;
(3) freeze drying the obtained mixed solution, and compressing into a film to obtain the product capable of being quickly smeared and loaded with nano CeO2The "sunscreen compressed tablet" of (1).
Example 3
This example provides a method for rapidly applying a UV screening agent-loaded "sunscreen compact" comprising the steps of:
(1) amination of hyaluronic acid: 0.2mmol of Hyaluronic Acid (HA), 2mmol of adipic Acid Dihydrazide (ADH), 2mmol of 1-hydroxybenzotriazole (HoBt) and 0.2mmol of 1-ethyl- (3-dimethylaminopropyl) carbodiimide hydrochloride (EDC), reacting for 24h, dialyzing for 3 days, and freeze-drying to obtain a sponge;
(2) taking a proper amount of freeze-dried material of 600mg of aminated hyaluronic acid, and completely dissolving the freeze-dried material in 40ml of deionized water by magnetic stirring to obtain a homogeneous phase aqueous solution A; taking a proper amount of zinc acetate raw material, taking isopropanol as a solvent and diethanolamine as a stabilizer, magnetically stirring at room temperature for 5 hours, standing and aging for 48 hours to obtain a solution B, mixing the solution A and the solution B, adjusting the pH, magnetically stirring at room temperature for 2 hours, and finally adding 200 mul of glycerol to obtain a composite solution;
(3) the obtained mixed solution is frozen, dried and compressed into a film, thus obtaining the sunscreen compressed film which can be quickly coated and loaded with nano ZnO.
Example 4
This example provides a method for rapidly applying a UV screening agent-loaded "sunscreen compact" comprising the steps of:
(1) amination of hyaluronic acid: 0.2mmol of Hyaluronic Acid (HA), 2mmol of adipic Acid Dihydrazide (ADH), 2mmol of 1-hydroxybenzotriazole (HoBt) and 0.2mmol of 1-ethyl- (3-dimethylaminopropyl) carbodiimide hydrochloride (EDC), reacting for 24h, dialyzing for 3 days, and freeze-drying to obtain a sponge
(2) Taking a proper amount of freeze-dried material of 600mg of aminated hyaluronic acid, and completely dissolving the freeze-dried material in 40ml of deionized water by magnetic stirring to obtain a homogeneous phase aqueous solution A; taking a certain amount of TiO/ZnO powder, ultrasonically dispersing in deionized water for 30min, adding the prepared slurry into a three-neck flask, heating to 75 ℃, dissolving lignin powder in an aqueous solution with the pH of 9-10, slowly dropwise adding the lignin powder into the three-neck flask, stirring at 75 ℃ for 30min, adjusting the pH of the mixed solution to about 7, and stirring for 30min to obtain a solution B; and mixing the solution A and the solution B, adjusting the pH value to about 7, magnetically stirring for 2 hours at room temperature, and finally adding 200 mu l of glycerol to obtain a composite solution.
(3) Freeze drying the obtained mixed solution, and compressing into a film to obtain the fast-smearing-loaded nano TiO2A sunscreen compressed tablet of the/ZnO/lignin composite powder.
Example 5
This example provides a method for rapidly applying a UV screening agent-loaded "sunscreen compact" comprising the steps of:
(1) esterification modification of hyaluronic acid: 1% (w/v) hyaluronic acid, 1mol/LNaOH to adjust pH to 9.0, adding excessive methacrylic anhydride, stirring at 4 deg.C for 24h, dialyzing for 3 days, and freeze-drying to obtain sponge;
(2) taking a proper amount of freeze-dried esterified hyaluronic acid 600mg, completely dissolving the freeze-dried esterified hyaluronic acid in deionized water 40ml by magnetic stirring, completely dispersing Ce (NO3) 3.6H 2O: urea (mass ratio is 1:1.2) in the solution, stirring for 15min at 60 ℃, adjusting the pH to 8, continuing stirring for 2-10min at 80 ℃, and finally adding 200 mul of glycerol to obtain a composite solution;
(3) the obtained mixed solution is frozen, dried and compressed into a film, thus obtaining the sunscreen compressed film which can be quickly coated and loaded with the nanometer CeO 2.
Example 6
This example provides a method for rapidly applying a UV screening agent-loaded "sunscreen compact" comprising the steps of:
(1) oxidation modification of hyaluronic acid: dissolving 2.5mmol of polysaccharide in deionized water, dropwise adding 0.6mmol of sodium periodate, stirring at room temperature in a dark place for 2h, adding ethylene glycol to inactivate the excessive sodium periodate, stirring at room temperature for reaction for 1h, dialyzing for 3 days, and freeze-drying to obtain a sponge;
(2) taking a proper amount of freeze-dried oxidized hyaluronic acid (600 mg) and completely dissolving the freeze-dried oxidized hyaluronic acid in 40ml of deionized water by magnetic stirring, completely dispersing Ce (NO3) 3.6H 2O: urea (mass ratio is 1:1.2) in the solution, stirring for 15min at 60 ℃, adjusting the pH to 8, continuing stirring for 2-10min at 80 ℃, and finally adding 200 mul of glycerol to obtain a composite solution;
(3) the obtained mixed solution is frozen, dried and compressed into a film, thus obtaining the sunscreen compressed film which can be quickly coated and loaded with the nanometer CeO 2.
Fig. 1 shows a compressed membrane carrier prepared in examples 1 to 6, which was subjected to an infrared test, and amino functional modification of hyaluronic acid was successful, and the material was partially dissolved in water by the modification, so that the effect of dissolving and stretching the compressed membrane was achieved.
FIG. 2 is transmittance of UV-screening agent compressed membranes synthesized from different raw materials prepared in examples 1 to 6. the UV-blocking ternary nanocomposite compressed membranes prepared in examples 1 to 6 were subjected to UV transmission test, and compared with the control, the UV-screening capacity was very strong, the UV-screening rate at UVA (320-400nm) was 81-89.4%, the UV-screening rate at UVB (275-320nm) was 90.7-97.3%, the UV-screening rate at UVC (200-275nm) was 95.2-99.6%, and the transparency in the visible light region was relatively good, and it can be seen from the results that the compressed membranes containing different UV-screening agents have significant blocking effect on UVA-UVB, indirectly indicating that the loading of UV-screening agents on the compressed membranes was successful, and illustrating their effectiveness.
Fig. 3 shows the effectiveness of uv screening agent compressed films synthesized from different raw materials prepared in examples 1 to 6 in protection against uv light. The uvioresistant performance of different ultraviolet shielding agents is tested, the observed absorbances of the whole long-wave ultraviolet and long-wave ultraviolet regions (360-275nm) are increased, the ranges are wider, and the ultraviolet shielding agents synthesized in situ are successfully loaded and have good uvioresistant performance.
The above examples of the present invention are merely examples for clearly illustrating the present invention and are not intended to limit the embodiments of the present invention. Other variations and modifications will be apparent to persons skilled in the art in light of the above description. And are neither required nor exhaustive of all embodiments. Any modification, equivalent replacement, and improvement made within the spirit and principle of the present invention should be included in the protection scope of the claims of the present invention.
Claims (10)
1. A preparation method of a sunscreen compressed tablet capable of being quickly coated and loaded with an ultraviolet screening agent is characterized by comprising the following steps:
(1) performing different functional modifications on the polysaccharide to obtain functional polysaccharide;
(2) dissolving functionalized polysaccharide in deionized water, sequentially adding raw materials of an in-situ synthesis ultraviolet shielding agent, adjusting the pH, and refluxing and stirring;
(3) the resulting mixture was freeze-dried and compressed into a film.
2. The method for preparing the UV screening agent-loaded sunscreen compressed tablet according to claim 1, wherein in the step (1), the polysaccharide comprises more than one of hyaluronic acid, sodium alginate, gelatin and derivatives thereof; the functional modification comprises more than one of amination, esterification and oxidation;
the specific method for modifying hyaluronic acid amination comprises the following steps: 0.2mmol of polysaccharide, 2mmol of cross-linking agent, 2mmol of acylation catalyst and 0.2mmol of water loss agent, reacting for 24h, dialyzing for 3 days, and freeze-drying;
the specific method for esterifying and modifying the hyaluronic acid comprises the following steps: 1% (w/v) of polysaccharide, 1mol/LNaOH to adjust pH to 9.0, adding excessive acid or anhydride compound, stirring at 4 deg.C for reaction for 24h, dialyzing for 3 days, and freeze drying;
the hyaluronic acid oxidation modification method comprises the following specific steps: stirring 2.5mmol polysaccharide and 0.6mmol sodium periodate at room temperature in dark place for 2h, adding ethylene glycol to inactivate the excessive sodium periodate, stirring at room temperature in dark place for reaction for 1h, dialyzing for 3 days, and freeze-drying.
3. The preparation method of the UV-screening agent fast-spreadable/UV-screening agent-loaded "sunscreen compressed tablet" as claimed in claim 2, wherein the dialysis bag used for dialysis has a molecular weight cut-off (MwCO) lower than the molecular weight of the polymer, and the molecular weight is 3500-4000.
4. The method for preparing a UV screening agent-loaded sunscreen compressed tablet according to claim 1, wherein in step (2), the UV screening agent synthesized in situ comprises titanium dioxide TiO2Zinc oxide ZnO, cerium oxide CeO2More than one of them.
5. The preparation method of the UV screening agent fast-smearing and loading sunscreen compressed tablet as claimed in claim 1, wherein in step (2), the raw materials and the addition amount of the in-situ synthesized UV screening agent satisfy the following requirements: n-butyl titanate: ethanol: the mass ratio of the acetylacetone is 1: 15-20: 1-2; or Ce (NO)3)3The mass ratio of 6H2O to urea is 1: 1.2-2; or zinc acetate: isopropyl alcohol: the mass ratio of the diethanolamine is 1-3: 1:1.
6. The method for preparing a "sunscreen compressed tablet" capable of being quickly applied and loaded with an ultraviolet shielding agent according to claim 1, wherein in the step (2), the lyophilized product is an aminated hyaluronic acid lyophilized product, an esterified hyaluronic acid lyophilized product, an oxidized hyaluronic acid lyophilized product, an aminated sodium alginate lyophilized product, an esterified sodium alginate lyophilized product, an oxidized sodium alginate lyophilized product, an aminated gelatin lyophilized product, an esterified gelatin lyophilized product, or an oxidized gelatin lyophilized product.
7. The process for preparing a UV screening agent-loaded "sunscreen compressed tablet" capable of being applied rapidly according to claim 1, wherein the step (2) is specifically: dissolving 0.3-0.6g of the freeze-dried substance in 40ml of deionized water, then sequentially adding the raw materials of the in-situ synthesis ultraviolet shielding agent, adjusting the pH, and refluxing and stirring.
8. A "sunscreen compressed tablet" capable of being quickly applied-loaded with UV screening agent is obtained by the process of any one of claims 1 to 7.
9. The rapidly spreadable uv screening agent loaded "compressed sunscreen tablet" according to claim 8 wherein said compressed sunscreen tablet has a uv screening rate of 81-89.4% at UVA320-400nm, 90.7-97.3% at UVB275-320nm, and 95.2-99.6% at UVC200-275nm
10. The method of using a UV screening agent-loaded "sunscreen compressed tablet" as claimed in claim 8, wherein the sunscreen compressed tablet is dissolved in a small amount of water and then applied uniformly to the skin surface, thus integrating the functions of light weight, portability and sunscreen, and perfectly matching the skin surface without irritating and sensitizing the skin.
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| CN110812250A (en) * | 2019-11-12 | 2020-02-21 | 华熙生物科技股份有限公司 | Facial mask capable of rapidly gelling and preparation and application methods thereof |
| WO2020124234A1 (en) * | 2018-12-18 | 2020-06-25 | Mirexus Biotechnologies Inc. | Water soluble mask |
| CN111888282A (en) * | 2020-08-18 | 2020-11-06 | 江南大学 | Sunscreen composition containing ultraviolet-absorbable modified biomass, preparation method and application |
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| WO2020124234A1 (en) * | 2018-12-18 | 2020-06-25 | Mirexus Biotechnologies Inc. | Water soluble mask |
| CN109758383A (en) * | 2019-03-26 | 2019-05-17 | 华中农业大学 | A kind of preparation method of gelatin-based ultra light sun block lotion |
| CN110812250A (en) * | 2019-11-12 | 2020-02-21 | 华熙生物科技股份有限公司 | Facial mask capable of rapidly gelling and preparation and application methods thereof |
| CN111888282A (en) * | 2020-08-18 | 2020-11-06 | 江南大学 | Sunscreen composition containing ultraviolet-absorbable modified biomass, preparation method and application |
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