CN118121505A - Deep eutectic ceramide and preparation method and application thereof - Google Patents
Deep eutectic ceramide and preparation method and application thereof Download PDFInfo
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- CN118121505A CN118121505A CN202410545835.9A CN202410545835A CN118121505A CN 118121505 A CN118121505 A CN 118121505A CN 202410545835 A CN202410545835 A CN 202410545835A CN 118121505 A CN118121505 A CN 118121505A
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- ceramide
- deep eutectic
- tocopheryl succinate
- melting point
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- 229940106189 ceramide Drugs 0.000 title claims abstract description 171
- YDNKGFDKKRUKPY-JHOUSYSJSA-N C16 ceramide Natural products CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)C=CCCCCCCCCCCCCC YDNKGFDKKRUKPY-JHOUSYSJSA-N 0.000 title claims abstract description 163
- CRJGESKKUOMBCT-VQTJNVASSA-N N-acetylsphinganine Chemical compound CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O CRJGESKKUOMBCT-VQTJNVASSA-N 0.000 title claims abstract description 163
- ZVEQCJWYRWKARO-UHFFFAOYSA-N ceramide Natural products CCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C=CCCC=C(C)CCCCCCCCC ZVEQCJWYRWKARO-UHFFFAOYSA-N 0.000 title claims abstract description 163
- VVGIYYKRAMHVLU-UHFFFAOYSA-N newbouldiamide Natural products CCCCCCCCCCCCCCCCCCCC(O)C(O)C(O)C(CO)NC(=O)CCCCCCCCCCCCCCCCC VVGIYYKRAMHVLU-UHFFFAOYSA-N 0.000 title claims abstract description 163
- 230000005496 eutectics Effects 0.000 title claims abstract description 109
- 238000002360 preparation method Methods 0.000 title abstract description 20
- IELOKBJPULMYRW-NJQVLOCASA-N D-alpha-Tocopheryl Acid Succinate Chemical compound OC(=O)CCC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C IELOKBJPULMYRW-NJQVLOCASA-N 0.000 claims abstract description 33
- 239000002537 cosmetic Substances 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims description 21
- ATGQXSBKTQANOH-UWVGARPKSA-N N-oleoylphytosphingosine Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCC\C=C/CCCCCCCC ATGQXSBKTQANOH-UWVGARPKSA-N 0.000 claims description 17
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical class CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 claims description 7
- BBAFBDLICMHBNU-MFZOPHKMSA-N N-(2-hydroxyoctadecanoyl)-4-hydroxysphinganine Chemical compound CCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC BBAFBDLICMHBNU-MFZOPHKMSA-N 0.000 claims description 6
- GCDXVKZXCQGDHC-BLCQCPAESA-N [30-oxo-30-[[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]amino]triacontyl] (9z,12z)-octadeca-9,12-dienoate Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/C\C=C/CCCCC GCDXVKZXCQGDHC-BLCQCPAESA-N 0.000 claims description 6
- 229940086668 ceramide eop Drugs 0.000 claims description 6
- 238000009472 formulation Methods 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 229920005862 polyol Polymers 0.000 claims description 4
- 150000003077 polyols Chemical class 0.000 claims description 4
- 229940015975 1,2-hexanediol Drugs 0.000 claims description 3
- CJKGLEVYDCRGBX-FQYIUYQHSA-N N-(30-(9Z,12Z-octadecadienoyloxy)-tricontanoyl)-sphing-4-enine Chemical compound CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/C\C=C/CCCCC CJKGLEVYDCRGBX-FQYIUYQHSA-N 0.000 claims description 3
- KZTJQXAANJHSCE-OIDHKYIRSA-N N-octodecanoylsphinganine Chemical compound CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC KZTJQXAANJHSCE-OIDHKYIRSA-N 0.000 claims description 3
- ZJEFYLVGGFISGT-VRZXRVJBSA-L [Na+].[Na+].Oc1ccc(cc1C([O-])=O)\N=N\c1ccc(O)c(c1)C([O-])=O Chemical compound [Na+].[Na+].Oc1ccc(cc1C([O-])=O)\N=N\c1ccc(O)c(c1)C([O-])=O ZJEFYLVGGFISGT-VRZXRVJBSA-L 0.000 claims description 3
- 229940092542 ceramide eos Drugs 0.000 claims description 3
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 238000002844 melting Methods 0.000 abstract description 31
- 230000008018 melting Effects 0.000 abstract description 31
- 239000002904 solvent Substances 0.000 abstract description 10
- 230000009286 beneficial effect Effects 0.000 abstract description 9
- 239000002244 precipitate Substances 0.000 abstract description 3
- 239000000243 solution Substances 0.000 description 26
- 150000001783 ceramides Chemical class 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- 210000003491 skin Anatomy 0.000 description 4
- 210000000434 stratum corneum Anatomy 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- 239000000370 acceptor Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- WWUZIQQURGPMPG-UHFFFAOYSA-N (-)-D-erythro-Sphingosine Natural products CCCCCCCCCCCCCC=CC(O)C(N)CO WWUZIQQURGPMPG-UHFFFAOYSA-N 0.000 description 1
- MIUIRGGKIICMBP-NFOZDHADSA-N [27-oxo-27-[[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]amino]heptacosyl] octadecanoate Chemical group CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC MIUIRGGKIICMBP-NFOZDHADSA-N 0.000 description 1
- -1 amide compounds Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 238000013478 data encryption standard Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000000374 eutectic mixture Substances 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- WWUZIQQURGPMPG-KRWOKUGFSA-N sphingosine Chemical compound CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO WWUZIQQURGPMPG-KRWOKUGFSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910021642 ultra pure water Inorganic materials 0.000 description 1
- 239000012498 ultrapure water Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/68—Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
-
- 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
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- 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
- A61K8/55—Phosphorus compounds
- A61K8/553—Phospholipids, e.g. lecithin
-
- 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
- A61K8/678—Tocopherol, i.e. vitamin E
-
- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/26—Optical properties
- A61K2800/262—Transparent; Translucent
Landscapes
- 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)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Abstract
The invention discloses deep eutectic ceramide and a preparation method and application thereof, and belongs to the technical field of deep eutectic ceramide. The deep eutectic ceramide comprises: ceramide and tocopheryl succinate. According to the invention, after the ceramide and the tocopheryl succinate are mixed and heated, a deep eutectic solvent which is uniformly dispersed, does not delaminate and does not precipitate is formed, the melting point of the ceramide is effectively reduced, and the formed deep eutectic ceramide is a clear and transparent solution, so that the ceramide is beneficial to being directly added into cosmetics for use.
Description
Technical Field
The invention belongs to the technical field of deep eutectic ceramide, and particularly relates to deep eutectic ceramide and a preparation method and application thereof.
Background
Ceramides are a class of amide compounds formed by dehydration of the amino groups of long chain fatty acids and sphingosine. Because of the diversity in length of both chains and the additional functionality, ceramides contain a variety of subclasses, 40% -50% of the sebum in the stratum corneum is made up of ceramides, which are the major part of the intercellular matrix, playing an important role in maintaining the balance of stratum corneum moisture. At present 12 ceramides are detectable in the human stratum corneum, denoted ceramide NS, ceramide NdS, ceramide NP, ceramide NH, ceramide AS, ceramide AdS, ceramide AP, ceramide AH, ceramide EOS, ceramide EOdS, ceramide EOP and ceramide EOH, respectively. Ceramides have a strong ability to associate water molecules, which maintain skin moisture by forming a network in the stratum corneum. Thus, ceramides have the effect of retaining skin moisture.
Ceramide is an important component for maintaining normal metabolism of skin and retaining moisture of skin, and thus has been widely used in cosmetics. However, ceramide has low solubility and poor water dispersibility, and is difficult to be directly applied to cosmetic products.
The deep eutectic solvent (Deep eutectic solvents, DESs) refers to a two-component or three-component eutectic mixture formed by combining hydrogen bond acceptors (such as quaternary ammonium salts) and hydrogen bond donors (such as compounds of carboxylic acid, polyalcohol and the like) in a stoichiometric ratio, and the solidifying point of the deep eutectic solvent is obviously lower than the melting point of pure substances of each component.
There is no report that the melting point of ceramide is lowered by preparing the ceramide into deep eutectic solvent, which is beneficial to the addition and use of the ceramide in cosmetics.
Disclosure of Invention
In order to overcome the defects in the prior art, the invention provides deep eutectic ceramide, a preparation method and application thereof, and the deep eutectic ceramide is prepared into clear and transparent solution after being prepared into the deep eutectic ceramide, so that the deep eutectic ceramide can be used in cosmetics.
In order to achieve the above purpose, the technical scheme adopted by the invention for solving the technical problems is as follows:
A deep eutectic ceramide comprising: ceramide and tocopheryl succinate.
The beneficial effects of the invention are as follows: the melting point of the ceramide is 93-194 ℃, the melting point of the tocopheryl succinate is 76 ℃, the ceramide and the tocopheryl succinate are combined to prepare the deep co-solvent, the amide, the hydroxyl and the double bond of the ceramide and the aromatic ring of the tocopheryl succinate are respectively used as hydrogen bond acceptors and hydrogen bond donors to form hydrogen bonds, so that the melting point of the ceramide is reduced, and the ceramide is convenient to use and add in cosmetics.
Further, the mass ratio of the ceramide to the tocopheryl succinate is 1-7:3-9.
Further, the mass ratio of ceramide to tocopheryl succinate is 1:9, 3:7, 2:3, 1:1, 3:2, 7:3, 1:3; preferably, the mass ratio of ceramide to tocopheryl succinate is 1:3.
The beneficial effects of adopting the further technical scheme are as follows: the ceramide and the tocopheryl succinate are mixed according to the proportion, heated and dissolved to form a uniformly dispersed suspension, and the suspension is not layered and precipitated, thus forming the deep eutectic solvent. Especially, the best effect is obtained when the mass ratio of ceramide to tocopheryl succinate is 1:3. If the ceramide content is too high, a uniform solution cannot be formed, and layering, precipitation and the like occur.
Further, the ceramide is at least one of ceramide NS, ceramide NdS, ceramide NP, ceramide NH, ceramide AS, ceramide AdS, ceramide AP, ceramide AH, ceramide EOS, ceramide EOdS, ceramide EOP, and ceramide EOH.
The beneficial effects of adopting the further technical scheme are as follows: in the preparation of deep eutectic ceramide, the ceramide can be one of the substances, or can be mixed by a plurality of substances, and can be used for forming a deep eutectic solvent.
The preparation method of the deep eutectic ceramide comprises the following steps:
mixing ceramide and tocopheryl succinate, and heating to dissolve to obtain deep eutectic ceramide.
Further, the heating temperature is 85-95 ℃.
A cosmetic formulation comprising the deep eutectic ceramide.
Further, the cosmetic preparation further comprises hydrogenated lecithin and/or a polyol.
Further, the polyol is 1, 2-pentanediol or 1, 2-hexanediol.
Further, the concentration of deep eutectic ceramide in the cosmetic preparation is 1-10wt% and the concentration of hydrogenated lecithin is 5-20wt%.
The beneficial effects of adopting the further technical scheme are as follows: after adding 1, 2-pentanediol or 1, 2-hexanediol to cosmetic formulations, the deep eutectic solvent was a clear solution, but no clear solution was formed when ethylene glycol or propylene glycol was added.
The beneficial effects of the invention are as follows:
The ceramide has small solubility and poor water dispersibility, is difficult to be directly applied to cosmetic products, and after being mixed and heated, the ceramide and the tocopheryl succinate form a deep eutectic solvent which is uniformly dispersed, does not delaminate and does not precipitate, so that the melting point of the ceramide is effectively reduced, and the formed deep eutectic ceramide is a clear and transparent solution, thereby being beneficial to being directly added into cosmetics for use.
The deep eutectic ceramide prepared by the invention can slowly form solid under the condition of being lower than the melting point of the deep eutectic ceramide, and the deep eutectic ceramide prepared by the invention can realize the condition that the ceramide is in a liquid state at normal temperature after being diluted by hydrogenated lecithin and polyalcohol, and can be mixed with various oily water-based cosmetics in any proportion to form clear transparent liquid or uniform suspension, has no precipitation and layering, has stable property and is stable at-20-80 ℃.
Drawings
FIG. 1 is a photograph of deep eutectic ceramide obtained in examples 1-6.
FIG. 2 is a photograph of the deep eutectic ceramide solution after dilution in example 12.
FIG. 3 is a photograph of a deep eutectic ceramide solution diluted to 1000ppm in example 12.
FIG. 4 is a photograph of a deep eutectic ceramide solution diluted to 200ppm,100ppm in example 12.
FIG. 5 is a photograph of the deep eutectic ceramide solution after dilution in example 13.
FIG. 6 is a photograph of the deep eutectic ceramide solution after dilution in example 14.
Detailed Description
The present invention will be described in further detail with reference to the following examples in order to make the objects, technical solutions and advantages of the present invention more apparent. It should be understood that the particular embodiments described herein are illustrative only and are not intended to limit the invention, i.e., the embodiments described are merely some, but not all, of the embodiments of the invention.
Thus, the following detailed description of the embodiments of the invention, as provided, is not intended to limit the scope of the invention, as claimed, but is merely representative of selected embodiments of the invention. All other embodiments, which can be made by a person skilled in the art without making any inventive effort, are intended to be within the scope of the present invention.
It is noted that relational terms such as "first" and "second", and the like, are used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Moreover, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising one … …" does not exclude the presence of other like elements in a process, method, article, or apparatus that comprises an element.
The features and capabilities of the present invention are described in further detail below with reference to the examples and figures.
Example 1
A deep eutectic ceramide, the preparation method comprises the following steps:
9 parts by weight of tocopheryl succinate and 1 part by weight of ceramide NP are weighed and evenly mixed, heated and stirred at 85 ℃ until the mixture is clear and transparent, and the deep eutectic ceramide is prepared, wherein the initial melting point of the deep eutectic ceramide is 40 ℃ and the final melting point of the deep eutectic ceramide is 47 ℃.
Example 2
A deep eutectic ceramide, the preparation method comprises the following steps:
7 parts by weight of tocopheryl succinate and 3 parts by weight of ceramide NP are weighed and evenly mixed, and heated and stirred at 90 ℃ until the mixture is clear and transparent, thus obtaining deep eutectic ceramide, wherein the initial melting point of the deep eutectic ceramide is 36 ℃ and the final melting point of the deep eutectic ceramide is 40 ℃.
Example 3
A deep eutectic ceramide, the preparation method comprises the following steps:
6 parts (weight parts) of tocopheryl succinate and 4 parts (weight parts) of ceramide NP are weighed and evenly mixed, heated and stirred at 90 ℃ until the mixture is clear and transparent, and deep eutectic ceramide is prepared, wherein the initial melting point of the deep eutectic ceramide is 40 ℃ and the final melting point of the deep eutectic ceramide is 44 ℃.
Example 4
A deep eutectic ceramide, the preparation method comprises the following steps:
weighing 5 parts by weight of tocopheryl succinate and 5 parts by weight of ceramide NP, uniformly mixing, heating and stirring at 85 ℃ to dissolve until the mixture is clear and transparent, and obtaining deep eutectic ceramide, wherein the initial melting point of the deep eutectic ceramide is 47 ℃ and the final melting point of the deep eutectic ceramide is 53 ℃.
Example 5
A deep eutectic ceramide, the preparation method comprises the following steps:
4 parts (weight parts) of tocopheryl succinate and 6 parts (weight parts) of ceramide NP are weighed and evenly mixed, heated and stirred at 85 ℃ until the mixture is clear and transparent, and the deep eutectic ceramide is prepared, wherein the initial melting point of the deep eutectic ceramide is 55 ℃ and the final melting point of the deep eutectic ceramide is 63 ℃.
Example 6
A deep eutectic ceramide, the preparation method comprises the following steps:
3 parts (weight parts) of tocopheryl succinate and 7 parts (weight parts) of ceramide NP are weighed and evenly mixed, heated and stirred at 90 ℃ until the mixture is clear and transparent, and the deep eutectic ceramide is prepared, wherein the initial melting point of the deep eutectic ceramide is 61 ℃ and the final melting point of the deep eutectic ceramide is 70 ℃.
The ceramide NP used in the present invention was in the form of powder, and the deep eutectic ceramides prepared in examples 1 to 6 are shown in FIG. 1, and FIG. 1 is the result of naturally cooling the deep eutectic ceramides for a while. As can be seen from FIG. 1, the deep eutectic ceramide prepared by the method is a clear and transparent solution, but after natural cooling for a period of time, a part of the deep eutectic ceramide can be solidified.
Example 7
A deep eutectic ceramide, the preparation method comprises the following steps:
7 parts by weight of tocopheryl succinate and 3 parts by weight of ceramide AP are weighed and evenly mixed, and heated and stirred at 90 ℃ until the mixture is clear and transparent, thus obtaining deep eutectic ceramide, wherein the initial melting point of the deep eutectic ceramide is 45 ℃ and the final melting point of the deep eutectic ceramide is 51 ℃.
Example 8
A deep eutectic ceramide, the preparation method comprises the following steps:
7 parts by weight of tocopheryl succinate and 3 parts by weight of ceramide AS are weighed and evenly mixed, heated and stirred at 85 ℃ until the mixture is clear and transparent, and the deep eutectic ceramide is prepared, wherein the initial melting point of the deep eutectic ceramide is 42 ℃ and the final melting point of the deep eutectic ceramide is 46 ℃.
Example 9
A deep eutectic ceramide, the preparation method comprises the following steps:
7 parts by weight of tocopheryl succinate and 3 parts by weight of ceramide EOP are weighed and evenly mixed, and heated and stirred at 90 ℃ until the mixture is clear and transparent, thus obtaining deep eutectic ceramide, the initial melting point of which is 48 ℃ and the final melting point of which is 52 ℃.
Example 10
A deep eutectic ceramide, the preparation method comprises the following steps:
7 parts by weight of tocopheryl succinate, 1 part by weight of ceramide NP, 1 part by weight of ceramide AP and 1 part by weight of ceramide AS are weighed and evenly mixed, heated and stirred at 90 ℃ until the mixture is clear and transparent, and the deep eutectic ceramide is prepared, wherein the initial melting point of the deep eutectic ceramide is 38 ℃ and the final melting point of the deep eutectic ceramide is 43 ℃.
Example 11
A deep eutectic ceramide, the preparation method comprises the following steps:
7 parts by weight of tocopheryl succinate, 1 part by weight of ceramide NP, 1 part by weight of ceramide AS and 1 part by weight of ceramide EOP are weighed and evenly mixed, heated and stirred at 90 ℃ until the mixture is clear and transparent, and the deep eutectic ceramide is prepared, wherein the initial melting point of the deep eutectic ceramide is 35 ℃ and the final melting point of the deep eutectic ceramide is 40 ℃.
The tocopheryl succinate and the ceramide are heated and stirred to form clear and transparent deep eutectic ceramide, but part of the deep eutectic ceramide is not in a liquid state at normal temperature, so the invention can realize the condition that the ceramide is in a liquid state at normal temperature by diluting the obtained deep eutectic ceramide with hydrogenated lecithin and polyalcohol, and the specific process is shown in the following examples:
Example 12
3 Parts by weight of tocopheryl succinate and 1 part by weight of ceramide NP are weighed, heated and stirred at 85 ℃ to be dissolved until the mixture is clear and transparent, and the deep eutectic ceramide is prepared.
The prepared deep eutectic ceramide is uniformly mixed with hydrogenated lecithin and 1, 2-pentanediol, and the mixture is diluted into a deep eutectic ceramide solution with the concentration of ceramide NP of 2.5wt percent, 5wt percent and 10wt percent (the mass concentration of hydrogenated lecithin in the system is 10wt percent), and the apparent situation is shown in figure 2. As can be seen from fig. 2, the diluted solution is a clear transparent solution at normal temperature.
The deep eutectic ceramide diluted by hydrogenated lecithin and 1, 2-pentanediol is added into ultrapure water to be diluted into solutions with the concentration of 1000ppm,200ppm and 100ppm respectively, and the apparent conditions are shown in fig. 3 and 4.
FIG. 3 is a deep eutectic ceramide solution diluted to a concentration of 1000ppm, and FIG. 4 is a deep eutectic ceramide solution diluted to a concentration of 200ppm,100 ppm.
As can be seen from fig. 3 and 4, the solution was a uniformly dispersed suspension, and was not layered and precipitated. The appearance is not affected by heating at 80 ℃, freezing and solidifying can be carried out at the low temperature of-20 ℃, the temperature can be restored to the original state after the temperature is returned to the room temperature, the precipitation is not separated out, the layering is not carried out, and the state is stable.
Example 13
3 Parts (weight parts) of tocopheryl succinate, 1 part (weight parts) of ceramide NP and 0.3 part of ceramide AS are weighed, heated and stirred at 85 ℃ to be dissolved until the mixture is clear and transparent, and the deep eutectic ceramide is prepared.
The prepared deep eutectic ceramide is uniformly mixed with hydrogenated lecithin and 1, 2-pentanediol to prepare a deep eutectic ceramide solution with the concentration of ceramide NP of 1wt% (the mass concentration of hydrogenated lecithin in the system is 10 wt%), and the apparent situation is shown in figure 5. As can be seen from fig. 5, the diluted solution was a clear transparent solution at normal temperature.
Example 14
3 Parts by weight of tocopheryl succinate and 1 part by weight of ceramide (comprising ceramide NP, ceramide AP, ceramide AS and ceramide EOP in a weight ratio of 3:1:0.1:0.1) are weighed, heated and stirred at 85 ℃ to be dissolved until the mixture is clear and transparent, and deep eutectic ceramide is prepared.
The prepared deep eutectic ceramide is uniformly mixed with hydrogenated lecithin and 1, 2-pentanediol to prepare a deep eutectic ceramide solution with the ceramide concentration of 1.5 weight percent (the mass concentration of the hydrogenated lecithin in the system is 10 weight percent), and the apparent situation is shown in figure 6. As can be seen from fig. 6, the diluted solution was a clear transparent solution at normal temperature.
In summary, after the ceramide and the tocopheryl succinate are mixed and heated, the deep eutectic solvent which is uniformly dispersed, does not delaminate and does not precipitate is formed, the melting point of the ceramide is effectively reduced, and the formed deep eutectic ceramide is clear and transparent solution, so that the ceramide is beneficial to being directly added into cosmetics for use.
Claims (10)
1. A deep eutectic ceramide, comprising: ceramide and tocopheryl succinate.
2. A deep eutectic ceramide according to claim 1, wherein the mass ratio of ceramide to tocopheryl succinate is 1-7:3-9.
3. A deep eutectic ceramide according to claim 2, wherein the mass ratio of ceramide to tocopheryl succinate is 1:3.
4. A deep eutectic ceramide of any of claims 1-3, wherein the ceramide is at least one of ceramide NS, ceramide NdS, ceramide NP, ceramide NH, ceramide AS, ceramide AdS, ceramide AP, ceramide AH, ceramide EOS, ceramide EOdS, ceramide EOP, and ceramide EOH.
5. The method for preparing deep eutectic ceramide according to any one of claims 1 to 4, comprising the steps of:
mixing ceramide and tocopheryl succinate, and heating to dissolve to obtain deep eutectic ceramide.
6. The method for preparing deep eutectic ceramide according to claim 5, wherein the heating temperature is 85-95 ℃.
7. A cosmetic formulation, characterized in that it comprises a deep eutectic ceramide according to any one of claims 1 to 4.
8. The cosmetic formulation of claim 7, further comprising hydrogenated lecithin and/or a polyol.
9. The cosmetic formulation of claim 8, wherein the polyol is 1, 2-pentanediol or 1, 2-hexanediol.
10. Use of the deep eutectic ceramide of any one of claims 1 to 4 or the cosmetic formulation of any one of claims 7 to 9 in cosmetics.
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