CN106309153A - Multi-layer ceramide lamellar structure comprising fatty acid and neutralizing agent - Google Patents
Multi-layer ceramide lamellar structure comprising fatty acid and neutralizing agent Download PDFInfo
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- CN106309153A CN106309153A CN201610483987.6A CN201610483987A CN106309153A CN 106309153 A CN106309153 A CN 106309153A CN 201610483987 A CN201610483987 A CN 201610483987A CN 106309153 A CN106309153 A CN 106309153A
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- 0 CC(C(*)=**)N(C*=C)*1OC1* Chemical compound CC(C(*)=**)N(C*=C)*1OC1* 0.000 description 1
- JFQKCVWJZKDVLQ-UHFFFAOYSA-N CCCC(CC)NC1OC1I Chemical compound CCCC(CC)NC1OC1I JFQKCVWJZKDVLQ-UHFFFAOYSA-N 0.000 description 1
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0295—Liquid crystals
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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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/68—Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
- A61K8/0254—Platelets; Flakes
- A61K8/0258—Layered structure
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
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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
- A61K8/30—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
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
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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
- A61K8/30—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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
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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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
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- 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
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- 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
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Abstract
The present invention relates to a multilayer ceramide sheet structure comprising, in particular, a multilayer ceramide sheet structure comprising at least one of a fatty acid and a fatty alcohol, the molar ratio of any one of the above-mentioned fatty acids and fatty alcohols to the neutralizing agent is from 9: 1 to 1.2: 1, and the skin external application composition comprising the above-mentioned sheet-like structure is produced by using a multilayer sheet. The stabilization of the ceramide of the liquid crystal is excellent in phase stability.
Description
Technical field
This specification relates to multilamellar ceramide sheet-like structure (the Multi ceramide comprising fatty acid and nertralizer
lamellar structure)。
Background technology
The surface of human body skin is formed by the horn cell degenerated from the keratinocyte of basal layer differentiation and maturation.
These horn cells combine by being present in the double-strand laminated structure of cuticular ceramide in a large number, therefore maintain smooth and
Skin springy.For ceramide type, two alkyl chains side by side form post (rod) forms, have hydroxyl (-OH) and
Carbonyl (C=O) functional group, therefore, it is possible to form the alpha-crystal (α-crystal) that can realize lamellar in structure, but this α crystalline phase is sub-
Surely (metastable) state, is the most easily changed into γ crystal (γ-crystal).Additionally, its be in most oil not
Diffluent slightly solubility, therefore, it is difficult to be stably stored in the internal phase of O/W emulsion, a large amount of users in State of cosmetics
There is limitation in face.
Prior art literature
Patent documentation
Patent documentation 1:KR10-0439932 B
Patent documentation 2:KR10-2013-0037899 A
Summary of the invention
In order to solve the problems referred to above, a scheme of the present invention provides a kind of tablet dosage form manufacturer containing ceramide
Method, it is by utilizing soap etc., makes the arrangement of the lipid of formation laminated structure be formed and becomes easy, passes through electrical charge rejection
(charge repulsion) and have prevent merge ( ) effect, the most stable and convenient.
Another scheme of the present invention provides a kind of sheet-like structure containing ceramide, and it has and can keep big
The moisture structure similar with the keratodermatitis of effective active matter of amount, and phase stability () the most excellent
Different.
Another scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure and the external preparation for skin comprising it
Agent compositions, described multilamellar ceramide sheet-like structure demonstrates skin moisturization and the skin of excellence when coating skin
Skin barrier function recovery effects.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and it comprises fatty acid and nertralizer
Solid phase soap with the mixed in molar ratio of 9:1～1.2:1.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, wherein, above-mentioned multilamellar ceramide
Sheet-like structure comprises fatty alcohol further.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and wherein, the carbon of above-mentioned fatty acid is former
Subnumber is 12 to 22, and above-mentioned nertralizer is alkali.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and wherein, above-mentioned fatty acid comprises the moon
Cinnamic acid (lauric acid), myristic acid (myristic acid), Palmic acid (palmitic acid), stearic acid
More than any one in (stearic acid), arachidic acid (arachidic acid) and behenic acid (behenic acid), on
State fatty alcohol and comprise lauryl alcohol (lauryl alcohol), myristyl alcohol (myristyl alcohol), spermol (cetyl
Alcohol), stearyl alcohol (stearyl alcohol), arachidic alcohol (arachidyl alcohol) and mountain alcohol (behenyl
More than any one in alcohol).
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and wherein, above-mentioned alkali is for comprising ammonia fourth
More than any one in triol, triethanolamine, sodium hydroxide, potassium hydroxide, aminomethyl propanol, aminomethyl propylene glycol and spermine acid
Alkali.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and wherein, above-mentioned fatty acid is stearic
Acid, above-mentioned nertralizer is trometamol.
Another scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, wherein, fatty acid and nertralizer
Mol ratio be 7:1～1.5:1.
Another scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and wherein, ceramide is natural
More than any one in ceramide and class ceramide.
Another scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, wherein, above-mentioned natural neural acyl
Amine is Cer EOS, Cer NS, ceramide 3, ceramide 4, ceramide 5, Cer AP, ceramide 7 and god
More than any one in amide 8.
Another scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, wherein, above-mentioned class ceramide
More than any one in the compound represented by following chemical formula 1～6.
[chemical formula 1]
(in above-mentioned formula, R is the saturated of C9-C21 or unsaturated aliphatic chain.)
[chemical formula 2]
(in above-mentioned formula, n is 1 or 2, R and R' is the saturated of C9-C21 or unsaturated aliphatic chain.)
[chemical formula 3]
(in above-mentioned formula,
M and n is identical or different, is the integer of 1～3；
K and l is identical or different, is 1 or 2；
J is 0 or 1；
R and R' is identical or different, for containing or not contain the saturated or unsaturated of the straight or branched of the C1-C31 of hydroxyl
Alkyl；
A1、A2And A3Identical or different, for any one in the substituent group of hydrogen or following structure, but do not include A1、A2And A3
It is the situation of hydrogen simultaneously:
With
[in above-mentioned formula, M, M1And M2Selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternary amine
Salt-4, polyquaternary ammonium salt-6, polyquaternary ammonium salt-7, Polyquaternium-10, polyquaternary ammonium salt-11, polyquaternary ammonium salt-16, lauryl dimethyl benzyl
Ammonium chloride and stearalkonium chloride, L is alkaline-earth metal.]),
[chemical formula 4]
(in above-mentioned formula, R and R' is identical or different, for containing or not contain the full of the straight or branched of the C10-C32 of hydroxyl
With or unsaturated alkyl；
R3And R4Identical or different, for hydrogen or the alkyl of C1-C4 or hydroxy alkyl；
R5For-A or-CH2CH2OA, any one during wherein A is the substituent group of following structure.
With
[in above-mentioned formula, M, M1And M2Selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternary amine
Salt-4, polyquaternary ammonium salt-6, polyquaternary ammonium salt-7, Polyquaternium-10, polyquaternary ammonium salt-11, polyquaternary ammonium salt-16, lauryl dimethyl benzyl
Ammonium chloride and stearalkonium chloride, L is alkaline-earth metal.]),
[chemical formula 5]
(in above-mentioned formula, m and n is identical or different, is the integer of 1～4；R and R' is identical or different, for or without hydroxyl
Saturated or the unsaturated alkyl of the straight or branched of the C1-C31 of base；A1And A2Identical or different, for hydrogen or the replacement of following structure
Any one in base；
With
[in above-mentioned formula, M, M1And M2Selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternary amine
Salt-4, polyquaternary ammonium salt-6, polyquaternary ammonium salt-7, Polyquaternium-10, polyquaternary ammonium salt-11, polyquaternary ammonium salt-16, lauryl dimethyl benzyl
Ammonium chloride and stearalkonium chloride, L is alkaline-earth metal.]),
[chemical formula 6]
(in above-mentioned formula, m and n is identical or different, is the integer of 1～3；
K and l is identical or different, is 1 or 2；
J is 0 or 1；
A1、A2And A3Identical or different, for any one in the substituent group of hydrogen or following structure；
With
[in above-mentioned formula, M1And M2For alkali metal or the organic base containing nitrogen, L is alkaline-earth metal.]；
R is the substituent group with following structure:
[in above-mentioned formula, B is the methyl of 5-, 7-or 8-position of tocopherol, and m is the integer of 1～3, and D is-CH2(CH3)-CH-
Or-CH (CH3)=C-.])
Another scheme again of the present invention provides a kind of oil-in-water cosmetic compositions, and it comprises above-mentioned multilamellar nerve acyl
Amine sheet-like structure.
Another scheme again of the present invention provides the manufacture method of a kind of multilamellar ceramide sheet-like structure, it include by
Oil-phase solution containing ceramide, aqueous phase solution and by fatty acid and nertralizer with the mixed in molar ratio of 9:1～1.2:1
Solid phase soap mixing step.
The oil-in-water cosmetic compositions of the sheet-like structure comprising a scheme according to the present invention is many along with utilizing
The stabilisation of the ceramide of lamellar liquid crystal and phase stability is the most excellent.
The oil-in-water cosmetic compositions of the sheet-like structure comprising a scheme according to the present invention can be stably
Containing more ceramide.
Comprise the oil-in-water cosmetic compositions of sheet-like structure of a scheme according to the present invention at skin application
Time have excellence skin moisturization and barrier function recovery effects.
Accompanying drawing explanation
Fig. 1 is the solidifying of the ceramide sheet-like structure that mol ratio is 4:1 of fatty acid and the nertralizer comprising the present invention
The outward appearance photo of colloid type.
Fig. 2 is the SAXS experimental result that embodiments of the invention 1 are carried out to be confirmed whether to form sheet-like structure
Chart.
Fig. 3 is the photograph whether demonstrating precipitation when the mol ratio of change fatty acid and nertralizer makes gel character
Sheet.
Detailed description of the invention
Hereinafter, in order to enable general technical staff of the technical field of the invention easily to implement the present invention, to this
Bright it is described in detail.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and it comprises fatty acid and nertralizer
Solid phase soap with the mixed in molar ratio of 9:1～1.2:1.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, wherein, above-mentioned multilamellar ceramide
Sheet-like structure comprises fatty alcohol further.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and wherein, the carbon of above-mentioned fatty acid is former
Subnumber is 12 to 22, and above-mentioned nertralizer is alkali.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and wherein, above-mentioned fatty acid comprises the moon
Cinnamic acid (lauric acid), myristic acid (myristic acid), Palmic acid (palmitic acid), stearic acid
More than any one in (stearic acid), arachidic acid (arachidic acid) and behenic acid (behenic acid), on
State fatty alcohol and comprise lauryl alcohol (lauryl alcohol), myristyl alcohol (myristyl alcohol), spermol (cetyl
Alcohol), stearyl alcohol (stearyl alcohol), arachidic alcohol (arachidyl alcohol) and mountain alcohol (behenyl
More than any one in alcohol).
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, wherein, alkali for comprise trometamol,
The alkali that any one in triethanolamine, sodium hydroxide, potassium hydroxide, aminomethyl propanol, aminomethyl propylene glycol and spermine acid is above.
One scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and wherein, above-mentioned fatty acid is stearic
Acid, above-mentioned nertralizer is trometamol.
Another scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, and wherein, ceramide is natural
More than any one in ceramide and class ceramide.
Another scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, wherein, above-mentioned natural neural acyl
Amine is Cer EOS, Cer NS, ceramide 3, ceramide 4, ceramide 5, Cer AP, ceramide 7 and god
More than any one in amide 8.
Another scheme of the present invention provides a kind of multilamellar ceramide sheet-like structure, wherein, above-mentioned class ceramide
More than any one in the compound represented by following chemical formula 1～6.
[chemical formula 1]
(in above-mentioned formula, R is the saturated of C9-C21 or unsaturated aliphatic chain.)
[chemical formula 2]
(in above-mentioned formula, n is 1 or 2；R and R' is the saturated of C9-C21 or unsaturated aliphatic chain.)
[chemical formula 3]
(in above-mentioned formula,
M and n is identical or different, is the integer of 1～3；
K and l is identical or different, is 1 or 2；
J is 0 or 1；
R and R' is identical or different, for the saturated or unsaturated alkane of the straight or branched of the C1-C31 with or without hydroxyl
Base；
A1、A2And A3Identical or different, for any one in the substituent group of hydrogen or following structure, but do not include A1、A2And A3
It is the situation of hydrogen simultaneously:
With
[in above-mentioned formula, M, M1And M2Selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternary amine
Salt-4, polyquaternary ammonium salt-6, polyquaternary ammonium salt-7, Polyquaternium-10, polyquaternary ammonium salt-11, polyquaternary ammonium salt-16, lauryl dimethyl benzyl
Ammonium chloride and stearalkonium chloride, L is alkaline-earth metal.]),
[chemical formula 4]
(in above-mentioned formula, R and R' is identical or different, for straight or branched saturated of the C10-C32 with or without hydroxyl
Or unsaturated alkyl；
R3And R4Identical or different, for hydrogen or the alkyl of C1-C4 or hydroxy alkyl；
R5For-A or-CH2CH2OA, any one during wherein A is the substituent group of following structure.
With
[in above-mentioned formula, M, M1And M2Selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternary amine
Salt-4, polyquaternary ammonium salt-6, polyquaternary ammonium salt-7, Polyquaternium-10, polyquaternary ammonium salt-11, polyquaternary ammonium salt-16, lauryl dimethyl benzyl
Ammonium chloride and stearalkonium chloride, L is alkaline-earth metal.]),
[chemical formula 5]
(in above-mentioned formula, m and n is identical or different, is the integer of 1～4；R and R' is identical or different, for or without hydroxyl
Saturated or the unsaturated alkyl of the straight or branched of the C1-C31 of base；A1And A2Identical or different, for hydrogen or the replacement of following structure
Any one in base；
With
[in above-mentioned formula, M, M1And M2Selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternary amine
Salt-4, polyquaternary ammonium salt-6, polyquaternary ammonium salt-7, Polyquaternium-10, polyquaternary ammonium salt-11, polyquaternary ammonium salt-16, lauryl dimethyl benzyl
Ammonium chloride and stearalkonium chloride, L is alkaline-earth metal.]),
[chemical formula 6]
(in above-mentioned formula, m and n is identical or different, is the integer of 1～3；
K and l is identical or different, is 1 or 2；
J is 0 or 1；
A1、A2And A3Identical or different, for any one in the substituent group of hydrogen or following structure；
With
[in above-mentioned formula, M1And M2For alkali metal or the organic base containing nitrogen, L is alkaline-earth metal.]；
R is the substituent group with following structure:
[in above-mentioned formula, B is the methyl of 5-, 7-or 8-position of tocopherol, and m is the integer of 1～3, and D is-CH2(CH3)-CH-
Or-CH (CH3)=C-.])
Another scheme again of the present invention provides a kind of oil-in-water type comprising above-mentioned multilamellar ceramide sheet-like structure
Cosmetic composition.
Specifically, above-mentioned oil-in-water cosmetic compositions can be gel character.Additionally, above-mentioned oil-in-water type is made up
Product compositions can be internally formed cream (cream) or the property of lotion (lotion) of oil droplet be properly added oil at gel
Shape.
In another scheme of the present invention, the mol ratio of fatty acid and nertralizer can be below 9:1, below 8.5:1,8:
Less than 1, below 7.5:1, below 7.4:1, below 7.3:1, below 7.2:1, below 7.1:1, below 7:1, below 6.9:1,
Below 6.8:1, below 6.7:1, below 6.6:1, below 6.5:1, below 6.4:1, below 6.3:1, below 6.2:1,6.1:1 with
Under, below 6:1, below 5.9:1, below 5.8:1, below 5.7:1, below 5.6:1, below 5.5:1, below 5:1,4.5:1 with
Under, below 4:1, below 3.5:1, below 3:1, below 2.5:1, below 2.4:1, below 2.3:1, below 2.2:1,2.1:1 with
Under, below 2:1, below 1.9:1, below 1.8:1, below 1.7:1, below 1.6:1, below 1.5:1, below 1.4:1,1.3:1
Below or below 1.2:1.
Additionally, the mol ratio of fatty acid and nertralizer can be more than 1.2:1, more than 1.3:1, more than 1.5:1,1.6:1
Above, more than 1.7:1, more than 1.8:1, more than 1.9:1, more than 2.0:1, more than 2.1:1, more than 2.2:1, more than 2.3:1,
More than 2.4:1, more than 2.5:1, more than 3:1, more than 4:1, more than 5:1, more than 6:1, more than 7:1, more than 8:1, more than 8.5:1
Or more than 9:1.
The mol ratio of fatty acid and nertralizer within the above range time, it is possible to obtain the stable lamellar comprising ceramide
Structure.In the case of the dosage form only using non-ionic emulsifier, the at high temperature hydrophilic group part of emulsifying agent and water
The hydrogen of phase combines and dies down, the mobility step-down of lipid at low temperatures, thus has and maintain certain time in suitable temperature range
And the such technical problem of induced synthesis laminated structure.In the case of in use the fatty acid of sum is as surfactant, by
Produce electric charge (charge) in fatty acid, therefore become higher with the interaction of aqueous phase, though fast quickly cooling after manufacturing dosage form
But, laminated structure also it is stably formed.The electric charge (charge) of the fatty acid neutralized also plays by producing between platy layer
Repulsion and stably maintain the effect of the arrangement of platy layer-aqueous phase-platy layer.Additionally, charged fatty acid-induced and lamellar
Other fatty acid in Ceng and the ion-dipole interaction (ion-dipole of the hydrophilic parts of amphipathic lipids
Interaction) degree of stability of plates itself is improved.
Another scheme of the present invention provides a kind of ceramide to be arbitrary in natural ceramide and class ceramide
Plant above multilamellar ceramide sheet-like structure.
Another scheme again of the present invention provides a kind of external preparation for skin comprising above-mentioned multilamellar ceramide sheet-like structure
Agent compositions.Specifically, above-mentioned Dermatologic preparation composition can be cosmetic composition.
In a scheme of the present invention, above-mentioned multilamellar ceramide sheet-like structure can comprise further selected from alcohol,
More than one in vegetalitas wax, synthetic wax, ceresine, spermol cetylate, Cera Flava, lipid and lipopeptid.Additionally, in the present invention
A scheme in, above-mentioned multilamellar ceramide sheet-like structure can comprise oil further, as long as the oil that above-mentioned oil is general
, can be preferably ester oil or hydrocarbon ils, but be not limited to this.Specifically, ester oil can be isopropyl myristate, Palmic acid
Isopropyl ester, octyl dodecanol myristinate, spermol caprylate, spermol 2-ethylhexanoate, C14-18 alkyl ethyl hexyl
Acid esters, cocoanut oil alcohol-caprylate/decanoin and coconut oil ester in the last of the ten Heavenly stems, diester-based oil can be butanediol dicaprylate, dicaprate,
Two isooctadecanol malates, two-C12-13 alkyl malates, neopentyl glycol two heptanoate, tridecyl alcohol stearate, new
Glycol Dicaprylate/dicaprate, tridecyl alcohol trimellitate and dicaprylyl carbonate.As hydrocarbon ils, can be that hydrogenation is poly-
Isobutene., hydrogenated polydecene and squalane.
In this manual, so-called ceramide can be selected from natural ceramide and class (Pseudo) ceramide
In more than one.Above-mentioned natural ceramide for being present in natural ceramide, including Cer EOS, Cer NS,
Ceramide 3, ceramide 4, ceramide 5, Cer AP, ceramide 7, ceramide 8 etc., above-mentioned class (Pseudo)
Ceramide includes Cer EOS 04 and Cer EOS 02 etc..In the present invention, class ceramide is to have as natural god
The common name of compound of double-strand lamellar (lamellar) structure through the structure of amide.
Additionally, the present invention scheme provides a kind of external preparation for skin comprising above-mentioned multilamellar ceramide sheet-like structure
Agent compositions.In above-mentioned Dermatologic preparation composition, ceramide preferably comprise on the basis of composition total weight 0.01～
20 weight %.More preferably can contain 0.05 to 10 weight %.In the case of meeting above-mentioned scope, phase stability is the most excellent
And substantial amounts of moisture can be kept, therefore highly effective in terms of skin moisture-keeping and function of shielding recovery.It is less than at content
In the case of 0.01%, it is difficult to the water moisture feeling desired by induction and moisturizing power, when more than 20%, it is difficult to maintain stability, because of
This preferably maintains above-mentioned scope.
The compositions of a scheme according to the present invention, owing to having the characteristic of double-decker, i.e. laminated structure, therefore can
Enough contain a certain amount of slightly solubility material in the composition, this typically ceramide 3 B etc..
The Dermatologic preparation composition of a scheme according to the present invention can be that skin moisture-keeping is used or skin elasticity increases
Use Dermatologic preparation composition.As it has been described above, the multilayer chip liquid crystal formed because of ceramide and moisture uprises, improve
Skin barrier effect, uses well therefore, it is possible to increase usefulness with skin moisture-keeping purposes and skin elasticity.
One scheme of the present invention provides the manufacture method of a kind of multilamellar ceramide sheet-like structure, and it includes containing
The oil-phase solution of ceramide, aqueous phase solution and fatty acid and nertralizer are formed with the mixed in molar ratio of 9:1～1.2:1
Solid phase soap mixing step.
Additionally, the Dermatologic preparation composition according to a scheme of the present invention can be by the multilamellar nerve acyl of the present invention
The manufacture method of amine sheet-like structure manufactures, and described manufacture method includes molten to the oil-phase solution containing ceramide, aqueous phase
The step that liquid and the fatty acid of solid phase and nertralizer mix.
Above-mentioned multilamellar ceramide laminated structure can be formed by the fatty acid of solid phase and nertralizer.
Dermatologic preparation composition according to the present invention can be such as pharmaceutical composition or cosmetic composition.
Aforementioned pharmaceutical compositions can contain further preservative, stabilizer, wettable powder or emulsification promoter,
For regulating the pharmaceutical auxiliary agents such as salt and/or the buffer agent of osmotic pressure and the upper useful material of other treatment, can be according to common
Method makes the dosage form of various non-oral administration form.As non-oral administration form, can be percutaneous dosing type dosage form, such as
Can be lotion, ointment, gel, cream, patch or spray formulations, but be not limited to this.The dosage of above-mentioned effective ingredient
Determination in those skilled in the art's level, although one day dosage of medicine is according to the disease progression journey of the object to be administered
The various factors such as degree, occurrent time, age, health status, complication and different, but by adult on the basis of time, it is however generally that, will
Above-mentioned composition 1 μ g/kg to 200mg/kg, preferably 50 μ g/kg to 50mg/kg one natural gift 1～3 administrations, above-mentioned dosage
Any mode the most do not limit the scope of the present invention.
The dosage form of above-mentioned cosmetic composition is not particularly limited, and suitably can select according to purpose.Such as can make
Become selected from soft astringent (skin lotion and emulsion), nutrition astringent, essence, nourishing cream, massage cream, facial film, gel, eye
Frost, eye essence, cleansing cream, cleaning foam, clean water, powder, body lotion, health frost, health oil and health essence are appointed
More than one dosage form, but it is not limited to this.The content of above-mentioned effective ingredient is not particularly limited, but with composition total weight is
Benchmark, can comprise 0.01～10 weight %.In the case of above-mentioned effective ingredient meets above-mentioned content, it is possible to without adverse affects
Demonstrate effect of excellence.Above-mentioned cosmetic composition can also comprise and plays permitting of diluent, dispersant or carrier function
Permitted as cosmetic excipient so that compositions is easily distributed when coating skin.Preferably, compositions is oil-in-water type
(oil-in-water, O/W) emulsion, about emulsion, the weight of the aqueous phase preferably comprising water is more than 70 weight %.But also
It is not limited to this, allows as cosmetic excipient as long as known, then can use any one.Additionally, above-mentioned cosmetic
Product compositions can comprise normally used cosmetic auxiliary agent, such as fatty material, organic solvent, silicon, increasing in the field of the invention
Thick dose, softening agent, supplement sunscreen, frothing inhibitor, wetting agent, spice, preservative agent, surfactant, packing material, chelating
Agent, cation property copolymer, anionic polymer, nonionic polymeric or amphipathic nature polyalcohol or their mixture,
Propellant, basifier or acidulant, dyestuff, pigment or nano dye (nanopigment) (are particularly made and are blocked by physics
Ultraviolet irradiates and can supplement the material that provides anti-light effect) or cosmetics in normally used particularly sunscreen composition
Other various compositions used in the manufacture of thing.In organic solvent, it can be mentioned lower alcohol and polyol, such as second
Alcohol, isopropanol, propylene glycol, glycerol and Sorbitol etc..Fatty material can be by oil or wax or their mixture, fat
Acid, fatty acid ester, fatty alcohol, vaseline, paraffin, lanoline, hydrogenated lanolin or acetylated lanolin are constituted.Oil is animal
Property, vegetalitas, mineral or artificial oil, can be chosen in particular from hydrogenated palm oil, castor oil hydrogenated, Albolene, liquid
Paraffin, oil gland oil (purcellin oil), volatility or non-volatile silicone oil and isoparaffin.
It is the sunscreen composition for preventing the epidermis of human body from being affected by ultraviolet at above-mentioned cosmetic composition
In the case of, solvent or the suspension of fatty material or the form of dispersion liquid can be taked, or frost unlike this can be taked
The emulsion such as agent or Emulsion (emulsion) (particularly oil-in-water (oil-in-water, O/W) or Water-In-Oil (water-in-
Oil) type, but preferably O/W type), or the form of bleb (vesicle) dispersion liquid, or ointment, gel, solid bar
(solid stick) or the form of aerosol foam.Above-mentioned emulsion can comprise anionic surfactant, non-further
Ionic surfactant, cationic surfactant or amphoteric surfactant.
Additionally, use above-mentioned cosmetic composition as hair protection with in the case of, can with shampoo, lotion,
The form of gel or hair conditioner compositions hair washing before and after, dye or before and after decolour (bleaching), wave scald or straight perm
Period or front and back use, can take moulding or hair care () with lotion or gel, be dried with or haircut and use lotion
Or the wave of gel, hair jelly (hair lacquer) or hair scalds or straight perm compositions, the dyeing of hair or decolouring group
The form of compound.
Additionally, using above-mentioned cosmetic composition as eyelashes, eyebrow, skin or Hair grooming color make-up goods, such as skin
Skin treatment cream, vanishing cream, lipstick, eye shadow, kermes, eyeliner, mascara or coloring gel (colouring gel) etc.
In the case of, can be solids or cream (paste) type and anhydrous type or aqueous type, such as oil-in-water (oil-in-water) or
Water-In-Oil (water-in-oil) emulsion, suspension or gel.
The invention still further relates to comprise the treating skin disease agent of above-mentioned Dermatologic preparation composition, above-mentioned dermatosis does not has
Limit especially, such as, can be that acne, Corii Bovis seu Bubali be fresh, alopecia or cutin exception etc..And then, the present invention relates to comprise outside above-mentioned skin
With the skin preparations for extenal use of agent compositions, above-mentioned skin preparations for extenal use is the common name including coating any one material outside skin,
It can include the cosmetics of various dosage form, medicine.Additionally, above-mentioned skin preparations for extenal use is not particularly limited, such as, it can be skin
Skin is aging prevent with or wrinkle of skin improvement skin preparations for extenal use.
The present invention is described in more detail by following example.But embodiment is used for illustrating the present invention, the scope of the present invention is also
It is not limited only to this.
Embodiment 1
[table 1]
According to the composition mixing raw material of above-mentioned table 1, manufacture in gel preparations mode.Stearic acid and trometamol are with 4:1's
Mol ratio manufactures.According to the composition of above-mentioned table 1, oil phase is heated to 80 DEG C, in other container, by heated aqueous to 70 DEG C
And after dissolving, above-mentioned aqueous phase is blended in above-mentioned oil phase, stirs with homomixer.To the content after stirring, go degasification
After bubble, it is cooled to 30 DEG C.
Result of implementation, the compositions of generation forms stable gel as shown in following Fig. 1.
Whether test example 1-laminated structure is formed
In order to know whether the compositions of the embodiment 1 of generation forms stable laminated structure, carry out SAXS (Small-
Angle X-ray scattering, small angle X ray scattering) experiment.About laminated structure, demonstrate intentionally after SAXS tests
When the inverse of the respective distance (distance) at each peak of the scattering strength of justice is about the ratio of 1:2:3, it is judged that for defining sheet
Shape structure.Compositions by embodiment 1 carries out the result of SAXS experiment, finds to be about 1:2 relative to the ratio reciprocal of distance:
The main peak (Fig. 2) of 3.Thus, in the compositions of the embodiment 1 of the present application, the formation of sheet-like structure is confirmed.
Test example 2-separates out experiment
In the ratio of components of above-described embodiment 1, the mol ratio of stearic acid Yu trometamol is set to shown in table 2 below, except this
Outside, manufacture gel preparations same as in Example 1ly.
[table 2]
By to above-mentioned comparative example 1～2 and the result of outward appearance photo taken pictures of the gel preparations of embodiment 1～4 be shown in Fig. 3.
Results verification arrives, and in the case of the mol ratio of fatty acid Yu nertralizer is 12:0 to 12:1, is formed without gel and separates out wax, and
When the weight of more than 6:1, form gel character.
Claims (14)
1. a multilamellar ceramide sheet-like structure, it comprises fatty acid and nertralizer with the mol ratio of 9.0:1～1.2:1
The solid phase soap mixed.
Multilamellar ceramide sheet-like structure the most according to claim 1, wherein, described multilamellar ceramide laminated structure
Body comprises fatty alcohol further.
Multilamellar ceramide sheet-like structure the most according to claim 1, wherein, the carbon number of described fatty acid is 12
～22, described nertralizer is alkali.
Multilamellar ceramide sheet-like structure the most according to claim 3, wherein, described fatty acid comprises lauric acid, meat
More than any one in myristic acid, Palmic acid, stearic acid, arachidic acid and behenic acid, described fatty alcohol comprises lauryl alcohol, Semen Myristicae
More than any one in alcohol, spermol, stearyl alcohol, arachidic alcohol and mountain alcohol.
Multilamellar ceramide sheet-like structure the most according to claim 3, wherein, described alkali for comprise trometamol, three
The alkali that any one in ethanolamine, sodium hydroxide, potassium hydroxide, aminomethyl propanol, aminomethyl propylene glycol and spermine acid is above.
Multilamellar ceramide sheet-like structure the most according to claim 1, wherein, described fatty acid is stearic acid, described
Nertralizer is trometamol.
Multilamellar ceramide sheet-like structure the most according to claim 1, wherein, described fatty acid and nertralizer mole
Ratio is 7.0:1～1.5:1.
Multilamellar ceramide sheet-like structure the most according to claim 1, wherein, described ceramide is natural neural acyl
More than any one in amine and class ceramide.
Multilamellar ceramide sheet-like structure the most according to claim 8, wherein, described natural ceramide is neural acyl
In amine 1, Cer NS, ceramide 3, ceramide 4, ceramide 5, Cer AP, ceramide 7 and ceramide 8
Any one more than.
Multilamellar ceramide sheet-like structure the most according to claim 8, wherein, described class ceramide is followingization
More than one in compound represented by formula 1～6,
Chemical formula 1
In above-mentioned formula, R is the saturated of C9-C21 or unsaturated aliphatic chain,
Chemical formula 2
In above-mentioned formula, n is 1 or 2, R and R' is the saturated of C9-C21 or unsaturated aliphatic chain,
Chemical formula 3
In above-mentioned formula,
M and n is identical or different, is the integer of 1～3；
K and l is identical or different, is 1 or 2；
J is 0 or 1；
R and R' is identical or different, for containing or not contain the saturated of the straight or branched of the C1-C31 of hydroxyl or unsaturated alkyl；
A1、A2And A3Identical or different, for any one in the substituent group of hydrogen or following structure, but do not include A1、A2And A3Simultaneously
Situation for hydrogen:
In above-mentioned formula, M, M1And M2Selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternary ammonium salt-4, gather
Quaternary ammonium salt-6, polyquaternary ammonium salt-7, Polyquaternium-10, polyquaternary ammonium salt-11, polyquaternary ammonium salt-16, lauryl dimethyl benzyl chlorination
Ammonium and stearalkonium chloride, L is alkaline-earth metal,
Chemical formula 4
In above-mentioned formula, R and R' is identical or different, for straight or branched saturated or not of the C10-C32 with or without hydroxyl
Saturated alkyl；
R3And R4Identical or different, for hydrogen or the alkyl of C1-C4 or hydroxy alkyl；
R5For-A or-CH2CH2OA, any one during wherein A is the substituent group of following structure,
In above-mentioned formula, M, M1And M2Selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternary ammonium salt-4, gather
Quaternary ammonium salt-6, polyquaternary ammonium salt-7, Polyquaternium-10, polyquaternary ammonium salt-11, polyquaternary ammonium salt-16, lauryl dimethyl benzyl chlorination
Ammonium and stearalkonium chloride, L is alkaline-earth metal,
Chemical formula 5
In above-mentioned formula, m and n is identical or different, is the integer of 1～4；R and R' is identical or different, for containing or not contain hydroxyl
Saturated or the unsaturated alkyl of the straight or branched of C1-C31；A1And A2Identical or different, in the substituent group for hydrogen or following structure
Any one；
In above-mentioned formula, M, M1And M2Selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternary ammonium salt-4, gather
Quaternary ammonium salt-6, polyquaternary ammonium salt-7, Polyquaternium-10, polyquaternary ammonium salt-11, polyquaternary ammonium salt-16, lauryl dimethyl benzyl chlorination
Ammonium and stearalkonium chloride, L is alkaline-earth metal,
Chemical formula 6
In above-mentioned formula, m and n is identical or different, is the integer of 1～3；
K and l is identical or different, is 1 or 2；
J is 0 or 1；
A1、A2And A3Identical or different, for any one in the substituent group of hydrogen or following structure；
In above-mentioned formula, M1And M2For alkali metal or the organic base containing nitrogen, L is alkaline-earth metal, and R is the replacement with following structure
Base,
In above-mentioned formula, B is the methyl of 5-, 7-or 8-position of tocopherol, and m is the integer of 1～3, and D is-CH2(CH3)-CH-or-CH
(CH3)=C-.
11. 1 kinds of oil-in-water cosmetic compositionss, it comprises the ceramide lamellar according to any one of claim 1～10
Structure.
12. oil-in-water cosmetic compositionss according to claim 11, wherein, described compositions is gel character.
13. oil-in-water cosmetic compositionss according to claim 11, wherein, described compositions is cream or lotion.
The manufacture method of the multilamellar ceramide sheet-like structure according to any one of 14. claim 1～10, it includes containing
Have the oil-phase solution of ceramide, aqueous phase solution and by fatty acid and nertralizer with the mixed in molar ratio of 9:1～1.2:1 and
The step of the solid phase soap mixing become.
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| KR1020150093548A KR20170003189A (en) | 2015-06-30 | 2015-06-30 | Multi ceramide lamellar structure comprising fatty acid and neutralizing agent |
| KR10-2015-0093548 | 2015-06-30 |
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| CN110302063A (en) * | 2019-07-05 | 2019-10-08 | 中山中研化妆品有限公司 | A kind of Moisturizer containing layered liquid crystal bionic structure film |
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| KR102298401B1 (en) * | 2019-08-09 | 2021-09-08 | 코스맥스 주식회사 | Vanishing cream composition with improved high temperature stability and method for manufacturing the same |
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| CN1114681A (en) * | 1994-04-22 | 1996-01-10 | 奥里尔股份有限公司 | Hair and skin washing and treatment compositions based on ceramide and on polymers containing cationic groups |
| CN102028627A (en) * | 2010-11-22 | 2011-04-27 | 苏州元素集化学工业有限公司 | Thick cleaning composition |
| CN103796641A (en) * | 2011-09-16 | 2014-05-14 | 株式会社爱茉莉太平洋 | Composition for skin external use containing ceramide |
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| RU2180215C2 (en) | 1995-08-07 | 2002-03-10 | Унилевер Н.В. | Liquid purifying composition containing a soluble cross-linking agent which causes the development of a layered phase |
| IL130709A0 (en) * | 1996-12-31 | 2000-06-01 | American Medical Res Inc | Skin product having continuing antimicrobial antiviral antiseptic and healing properties |
| KR101018818B1 (en) * | 2008-07-11 | 2011-03-04 | (주)아모레퍼시픽 | Pseudolipid complex mixture and a skin external application composition containing same |
| KR101499733B1 (en) * | 2008-07-24 | 2015-03-09 | (주)아모레퍼시픽 | Multi-layered lamellar granule and skin external application composition containing same |
| US20120134937A1 (en) * | 2009-01-30 | 2012-05-31 | Laurence Halimi | Personal care compositions having reduced eye irritation |
| US20100196291A1 (en) * | 2009-01-30 | 2010-08-05 | Laurence Halimi | Personal care sunscreen compositions having reduced eye irritation |
| JP5517511B2 (en) * | 2009-07-10 | 2014-06-11 | 花王株式会社 | Manufacturing method for cosmetics |
| KR101917201B1 (en) | 2011-10-07 | 2018-11-09 | (주)아모레퍼시픽 | Cleanser composition having high moisturizing effect |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1114681A (en) * | 1994-04-22 | 1996-01-10 | 奥里尔股份有限公司 | Hair and skin washing and treatment compositions based on ceramide and on polymers containing cationic groups |
| CN102028627A (en) * | 2010-11-22 | 2011-04-27 | 苏州元素集化学工业有限公司 | Thick cleaning composition |
| CN103796641A (en) * | 2011-09-16 | 2014-05-14 | 株式会社爱茉莉太平洋 | Composition for skin external use containing ceramide |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110302063A (en) * | 2019-07-05 | 2019-10-08 | 中山中研化妆品有限公司 | A kind of Moisturizer containing layered liquid crystal bionic structure film |
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| KR102429854B1 (en) | 2022-08-05 |
| CN106309153B (en) | 2021-02-12 |
| KR20170003189A (en) | 2017-01-09 |
| KR20220104129A (en) | 2022-07-26 |
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