CN108324699A - Stable fat-soluble active ingredient composition, micro-capsule and its preparation method and application - Google Patents

Stable fat-soluble active ingredient composition, micro-capsule and its preparation method and application Download PDF

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Publication number
CN108324699A
CN108324699A CN201710694878.3A CN201710694878A CN108324699A CN 108324699 A CN108324699 A CN 108324699A CN 201710694878 A CN201710694878 A CN 201710694878A CN 108324699 A CN108324699 A CN 108324699A
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China
Prior art keywords
fat
active ingredient
soluble active
palmitate
vitamine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201710694878.3A
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Chinese (zh)
Inventor
毛国泉
朱宏铭
马文鑫
梁智平
钱力
范鲁比
胡四平
李春
温善萍
王琴兰
孔华娟
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhejiang Medicine Co Ltd Xinchang Pharmaceutical Factory
Zhejiang Medicine Co Ltd Vitamin Factory
Original Assignee
Zhejiang Medicine Co Ltd Xinchang Pharmaceutical Factory
Zhejiang Medicine Co Ltd Vitamin Factory
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Zhejiang Medicine Co Ltd Xinchang Pharmaceutical Factory, Zhejiang Medicine Co Ltd Vitamin Factory filed Critical Zhejiang Medicine Co Ltd Xinchang Pharmaceutical Factory
Priority to EP17198927.0A priority Critical patent/EP3351118A1/en
Priority to PCT/CN2018/073371 priority patent/WO2018133833A1/en
Priority to JP2019560441A priority patent/JP2020508695A/en
Priority to MX2019008650A priority patent/MX2019008650A/en
Priority to US15/874,906 priority patent/US11013807B2/en
Priority to KR1020197024195A priority patent/KR102571958B1/en
Priority to CA3051023A priority patent/CA3051023A1/en
Priority to BR112019014985-6A priority patent/BR112019014985B1/en
Priority to AU2018208993A priority patent/AU2018208993B2/en
Priority to SG11201906708WA priority patent/SG11201906708WA/en
Publication of CN108324699A publication Critical patent/CN108324699A/en
Pending legal-status Critical Current

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A61K31/353—3,4-Dihydrobenzopyrans, e.g. chroman, catechin
    • A61K31/355—Tocopherols, e.g. vitamin E
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/5005—Wall or coating material
    • A61K9/5015—Organic compounds, e.g. fats, sugars
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/116—Heterocyclic compounds
    • A23K20/121—Heterocyclic compounds containing oxygen or sulfur as hetero atom
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
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    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
    • A23L2/38—Other non-alcoholic beverages
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/15—Vitamins
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
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    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P10/00—Shaping or working of foodstuffs characterised by the products
    • A23P10/20—Agglomerating; Granulating; Tabletting
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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    • A61K31/01—Hydrocarbons
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    • A61K31/12—Ketones
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/365—Lactones
    • A61K31/375—Ascorbic acid, i.e. vitamin C; Salts thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/59—Compounds containing 9, 10- seco- cyclopenta[a]hydrophenanthrene ring systems
    • 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
    • A61K8/11—Encapsulated compositions
    • 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
    • A61K8/671—Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
    • 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
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    • A61K8/676—Ascorbic acid, i.e. vitamin C
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    • A61K8/67—Vitamins
    • A61K8/678—Tocopherol, i.e. vitamin E
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    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/5089—Processes
    • A—HUMAN NECESSITIES
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    • A—HUMAN NECESSITIES
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    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02—Making microcapsules or microballoons
    • B01J13/04—Making microcapsules or microballoons by physical processes, e.g. drying, spraying
    • B01J13/043—Drying and spraying
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
    • A—HUMAN NECESSITIES
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    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2250/00—Food ingredients
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    • A—HUMAN NECESSITIES
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    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers
    • A61K2800/522—Antioxidants; Radical scavengers

Abstract

The present invention provides a kind of fat-soluble active ingredient composition of stabilization, micro-capsule and its preparation method and application, the fat-soluble active ingredient composition includes tocopherol, vitamine C palmitate and fat-soluble active ingredient；Wherein：The weight ratio of tocopherol and vitamine C palmitate is 28：1, the combination of tocopherol and vitamine C palmitate and the weight ratio of fat-soluble active ingredient are 7 13：100.The present invention is by the screening to antioxidant combination, the adjustment of ratio and dosage, obtains a kind of novel and without the antioxidant combination of disabling hidden danger, and fat-soluble active ingredient stability is made to improve.

Description

Stable fat-soluble active ingredient composition, micro-capsule and its preparation method and application
Technical field
The present invention relates to a kind of novel green antioxidant compositions that can improve Davitin A, specifically, being related to one kind Stable fat-soluble active ingredient composition, micro-capsule and its preparation method and application.
Background technology
Vitamin is that have to the metabolism of body, growth, development, health of the utmost importance necessary to Animal nutrition, production Effect.Vitamin A is a member critically important in Davitin A family, in Vision Health, bone health, reproduction and cell There is very important function in terms of schizogamy, it is inconceivable that vitamin A is lacked in human body.
Vitamin A is pale yellow crystals solid, not soluble in water, is dissolved in fat and various fat solvents, and it is equal to meet light, heat, oxygen It is perishable, it is easily destroyed, therefore, first has to be esterified when making vitamin A additive, be generally made into microcapsules Powder is used.
As microencapsulation embedding techniques, oil phase and wall material are formed after usually being melted as the Davitin A of core material Polymer substance, small molecule filler, emulsifier etc. dissolve in water after form water phase, after oil water phase mixing, through emulsification, Spray drying or spray drying crosslinking, finally obtain microcapsules finished product.
Addition antioxidant is needed to prevent Davitin A during preparing Davitin A microcapsules by the above method It is aoxidized.The antioxidants such as currently used ethoxyquinoline, tert-butyl hydroxy toluene, butylhydroxy anisole, in the world Food, feedstuff industry are because relevant potential hazard influences, and there are limit values to use, the trend that is even forbidden to use.
The antioxidant for having some green safe health in food, feedstuff industry uses there is no limit value or forbids making Hidden danger.Including tocopherol and vitamine C palmitate.Tocopherol is a kind of fat-soluble antioxidant, Ke Yiyou Effect prevents the formation of activating oxide when fat oxidation, required for animal normal growth and fertility.Vitamine C palmitate is A kind of efficient oxygen scavenger and synergist, are assessed as by (WHO) the food additives committee of the World Health Organization with nutrition Property, food additives nontoxic, efficient, safe to use, be the antioxidant that China uniquely can be used for infant food, the product use Anti-oxidant, food (grease) color protection, fortification and other effects can be played in food.
Patent CN102362864 (B) describes a kind of raising vitamin A or vitamine D3 microcapsules free-running property and heap density Method.The wherein described antioxidant used is tocopherol or vitamine C palmitate.
Patent CN102176833 (A) describes a kind of preparation method of instant stable emulsion.The wherein described antioxidant For tocopherol, tert-butyl hydroxy toluene, butylhydroxy anisole, ascorbic acid or ethoxyquinoline.The wherein described emulsifier For ascorbyl palmitate (vitamine C palmitate).
Patent CN103181566 (A) introduces the powder preparation of Davitin A.The wherein described water soluble antioxidant can To be ascorbic acid and its salt, such as sodium ascorbate etc..Fat-soluble antioxidant can be：Tocopherol；Aliphatic acid it is anti-bad Hematic acid ester, such as ascorbyl palmitate or stearate；BHT；BHA；Propylgallate；Ethoxyquinoline.
Patent CN1279112 (A) introduces the composition containing liposoluble substance in carbohydrate matrix.It is wherein described anti- Oxidant is selected from sodium ascorbate, the palmitate of ascorbic acid, dl- tocopherols, mixed tocopherol, lecithin and theirs is mixed Close object.
Antioxidant described in above-mentioned Patent data does not refer to anti-oxidant including tocopherol and vitamine C palmitate Agent is applied in combination, and only individually puts forward to use, and specific dosage and antioxidant ratio are not explicitly described.
Invention content
The antioxidants such as currently used ethoxyquinoline, tert-butyl hydroxy toluene, butylhydroxy anisole, in the world Food, feedstuff industry are because relevant potential hazard influences, and there are limit values to use, the trend that is even forbidden to use.
The purpose of the present invention is in order to eliminate the antioxygens such as ethoxyquinoline, tert-butyl hydroxy toluene, butylhydroxy anisole The hidden danger that agent will be used by limitation, and it is directed to existing fat-soluble active ingredient (such as Davitin A) microencapsulation process Middle deficiency, the present invention is by the screening to antioxidant combination, the adjustment of ratio and dosage, obtains a kind of novel and without taboo With the antioxidant combination of hidden danger, fat-soluble active ingredient microcapsule stability is made to improve.
According to the first aspect of the invention, the present invention provides a kind of fat-soluble active ingredient compositions of stabilization, wherein The fat-soluble active ingredient composition includes tocopherol, vitamine C palmitate and fat-soluble active ingredient；Wherein：It is raw The weight ratio for educating phenol and vitamine C palmitate is 2-8：1, the combination of tocopherol and vitamine C palmitate and fat-soluble work The weight ratio of property ingredient is 7-13：100.
In the technical solution of the preparation method of the fat-soluble active ingredient composition of the present invention, it is preferable that the fat Soluble active ingredient composition is compounding, resisting for the compounding of tocopherol and vitamine C palmitate, tocopherol and sodium ascorbate One of which in the compounding of bad hematic acid sodium and vitamine C palmitate.
In the technical solution of the fat-soluble active ingredient composition of the present invention, it is preferable that tocopherol and vitamin C palm fibre The weight ratio of glycerin monostearate is 3-7：1.
In the technical solution of the fat-soluble active ingredient composition of the present invention, it is highly preferred that tocopherol and vitamin C The weight ratio of palmitate is 4-6：1.
In the technical solution of the fat-soluble active ingredient composition of the present invention, it is preferable that tocopherol and vitamin C palm fibre The combination of glycerin monostearate and the weight ratio of fat-soluble active ingredient are 8-12：100.
In the technical solution of the fat-soluble active ingredient composition of the present invention, it is highly preferred that tocopherol and vitamin C The combination of palmitate and the weight ratio of fat-soluble active ingredient are 9-11：100.
In the technical solution of the fat-soluble active ingredient composition of the present invention, it is highly preferred that the tocopherol includes Synthesis or natural alpha-tocopherol, betatocopherol, Gamma-Tocopherol, Delta-Tocopherol it is one or more.
The present invention the fat-soluble active ingredient composition technical solution in, it is preferable that the liposoluble active at It is selected from the group being made of vitamin A, vitamin D, vitamin K, carotenoid and polyunsaturated fatty acid or its ester.It is more excellent Selection of land, the vitamin A include Davitin A.Most preferably, the Davitin A is retinyl acetate or vitamin A Palmitate or Vitamin A propionate or vitaminAD3Or the mixture of above-mentioned substance.Wherein vitaminAD3For vitamin A The mixture of ester and vitamine D3.
According to the second aspect of the invention, the present invention also provides a kind of containing the fat-soluble active ingredient composition Fat-soluble active ingredient micro-capsule.
According to the third aspect of the invention we, the present invention provides one kind and exists containing the fat-soluble active ingredient composition again Prepare the application on food, beverage, animal feed, cosmetics or drug.
According to the fourth aspect of the invention, invention further provides a kind of sides preparing the fat-soluble active ingredient micro-capsule Method, described method includes following steps：1) under nitrogen protection, by fat-soluble active ingredient and antioxidant at 45-85 DEG C It is made into the oil phase A that fat-soluble active ingredient melts oil by certain weight ratio；Wherein, the antioxidant is tocopherol and vitamin C Palmitate, the fat-soluble active ingredient are selected from by vitamin A, vitamin D, vitamin K, carotenoid and how unsaturated The group of fitter acids and its ester composition；It 2) under nitrogen protection, will be as the gelatin of low molecule filler or modified starch and grape Sugar or white granulated sugar are dissolved in 60-70 DEG C of water, to obtain aqueous phase B；3) oil phase A that under nitrogen protection, step 1) is obtained with The aqueous phase B that step 2) obtains, in confined conditions, through high-shear emulsifying, degassing, homogeneous, to obtain emulsion；And it 4) will step The rapid emulsion 3) obtained carries out mist projection granulating, then through fluidized drying, to obtain fat-soluble active ingredient micro-capsule.
In the technical solution of the method described in the present invention, it is preferable that the fat-soluble active ingredient micro-capsule for obtaining step 4) It is crosslinked, obtains hydrophobic type fat-soluble active ingredient micro-capsule.
In the technical solution of the method described in the present invention, it is preferable that the weight ratio of the solution of the aqueous phase B is 30- 50wt%.
" stability raising " in the present invention is referred to by adding antioxidant (tocopherol and vitamin of the present invention C palmitates), make fat-soluble active ingredient (selected from by vitamin A, vitamin D, vitamin K, Co-Q10, carotenoid, The group formed with polyunsaturated fatty acid or its ester) melt oil or lotion or the raising of the stability of microcapsules, i.e. the antioxidant is (raw Educate phenol and vitamine C palmitate) it can effectively delay fat-soluble active ingredient to be aoxidized, antioxidant effect improves.It can pass through Simple method is evaluated below.
In the present invention signified polyunsaturated fatty acid or its ester refer to C12-25 straight chain polyunsaturated fatty acid or Its acetic acid esters, glyceride, phosphate, preferably linoleic acid, leukotrienes, EPA, DHA.
It fat-soluble active ingredient is melted into oil is put in be sealed in sampling bottle and be protected from light, preserved at 40 DEG C, respectively 0,2, Its content is detected after 4,6 days, its content retention rate is more than 96% after 6 days.
Fat-soluble active ingredient lotion is put in be sealed in sampling bottle and is protected from light, is preserved at 40 DEG C, respectively 0,1, Its content is detected after 2,3 weeks, its content retention rate is more than 95% after 3 weeks.
Fat-soluble active ingredient microcapsules are put in be sealed in sampling bottle and are protected from light, are preserved at 40 DEG C, respectively 0, Its content is detected after 2,4,6 weeks, its content retention rate is more than 94% after 6 weeks.
The specific experimental method of " screening ", " adjustment " in the present invention is to find antioxidant by the method for orthogonal experiment Optimum combination.
Orthogonal experiment method is exactly to carry out global design, Integrated comparative, system to experiment using table-orthogonal arrage of marshalling Meter analysis, realizes and finds preferable working condition by a small number of experiment numbers, to reach highest production technology effect.Orthogonal reality Method is tested firstly the need of selection one and the horizontal corresponding orthogonal arrage of empirical factor.After establishing experiment table, reality is done according to table It tests, is then exactly data processing.Since test number (TN) greatly reduces so that experimental data processing is extremely important.Data analysis An optimal data can be found from all experimental datas first, certainly, this data certainly not best match number According to, but be closest to certainly best.Next the experiment value of same level in each factor is summed it up, has just been obtained each The experimental result table of a level can obtain one group of optimal factor again in this table, can by comparing previous factor To obtain the trend of factor variation, further experiment is instructed.It can also be between different level test value in each factor Such as very poor, the variance calculating of row, can know the susceptibility of this factor.Then further according to statistical data, next step is determined Experiment reduces scope of experiment, until the optimal value that determination is final.
In the technical solution of the preparation method of the fat-soluble active ingredient composition of the present invention, tocopherol and vitamin The combination of C palmitates and the weight ratio of fat-soluble active ingredient are 5-13:100, preferably 7-13：100.The present invention's is described In the technical solution of the preparation method of fat-soluble active ingredient composition, the ratio of tocopherol and vitamine C palmitate, fertility The ratio of the ratio of phenol and sodium ascorbate, vitamine C palmitate and sodium ascorbate is respectively 1：1-1:10, preferably 2- 8：1.
Advantages of the present invention：1) antioxidant used in the present invention is all the food additives of safe green health, can be eliminated The hidden danger that the antioxidants such as ethoxyquinoline, tert-butyl hydroxy toluene, butylhydroxy anisole may be used by limitation.2) lead to Cross the screening to antioxidant combination, the adjustment of ratio and dosage obtains a kind of novel and without the anti-oxidant of disabling hidden danger Agent is combined, and fat-soluble active ingredient (such as Davitin A) microcapsule stability is made to improve.
Specific implementation mode
Below with reference to embodiment, the present invention will be further described, and the embodiment of the present invention is merely to illustrate the present invention's Technical solution, and the non-limiting present invention.
Embodiment 1
Under nitrogen protection, vitamin A is crystallized, vitamine C palmitate and alpha-tocopherol melt at 75 DEG C, are made into Vitamin A melting oil.Vitamin A, vitamine C palmitate, alpha-tocopherol three weight according to 1 factor level of table set table and 2 orthogonal experiment calendar of table determines.Vitamin A melting oil is put in be sealed in sampling bottle and is protected from light, is preserved at 40 DEG C, respectively Its content is detected after 0,2,4,6 day.
1 factor level of table sets table
Remarks：Percentages are the ratio of antioxidant and vitamin A in table
2 orthogonal experiment calendar of table
2 days, 4 days, 6 days results are analyzed respectively, are final experimental result to content retention rate with comprehensive descision Range analysis is carried out, primary-slave relation and excellent combination are selected.
3. content retention rate orthogonal experiment analytical table of table
From the orthogonal design table interpretation of result of table 2 and table 3, main influence vitamin A content stability is tocopherol, Secondary is vitamine C palmitate, and comprehensive descision optimum combination is A3B2+8% alpha-tocopherols of i.e. 2% vitamine C palmitate.
Embodiment 2
Under nitrogen protection, by Retinol Palmitate, vitamine C palmitate and betatocopherol mixture in 65 DEG C Lower fusing is made into the molten oil of Retinol Palmitate.Gelatin and glucose are dissolved in 65 DEG C of water, gelatin glucose water phase is made into Solution.It Retinol Palmitate is melted into oil under the conditions of high speed shear pours into above-mentioned aqueous phase solution and emulsified, deaerate, Matter obtains stable emulsion.Retinol Palmitate lotion is put in be sealed in sampling bottle and is protected from light, is protected at 40 DEG C It deposits, detects its content after 0,1,2,3 week respectively.Different antioxidant proportioning emulsion content retention rate data see the table below 4.
4. Retinol Palmitate lotion difference antioxidant combination content retention rate statistical form of table
From 4 data of table, it is evident that within the scope of formula rate of the present invention, Retinol Palmitate emulsion content Retention rate is higher.
Embodiment 3
Under nitrogen protection, 50 kilograms of vitamine A acetates are crystallized, 0.5 kilogram of vitamine C palmitate and 3.5 thousand Gram synthesis mixed tocopherol melts at 85 DEG C, is made into the molten oil of vitamine A acetate.By 50 kilograms of 75 kilograms of gelatin and glucose It is dissolved in 130 kilograms of 60 DEG C of water, is made into 49% gelatin glucose aqueous phase solution.
It vitamine A acetate is melted into oil under the conditions of high speed shear pours into above-mentioned aqueous phase solution and emulsified, deaerate, Matter, which obtains stable emulsion, to be sent into starch bed and carries out mist projection granulating, then through fluidized drying, is obtained after high-temperature cross-linking hydrophobic 218 kilograms of type vitamine A acetate microcapsules.It is analyzed through HPLC, vitamine A acetate content is 520,000 IU/g, microencapsulation Yield is 95%.Davitin A microcapsules are put in be sealed in sampling bottle and are protected from light, vitamin A after 6 weeks is preserved at 40 DEG C Ester content is 490,000 IU/g, and content retention rate is 94.2%.
Embodiment 4
Under nitrogen protection, 50 kilograms of Co-Q10s are crystallized, 0.5 kilogram of vitamine C palmitate and 3 kilograms of natural gammas- Tocopherol melts at 45 DEG C, is made into Co-Q10 oil.50 kilograms of 75 kilograms of gelatin and glucose are dissolved in 130 kilograms of 70 DEG C of water In, it is made into 49% gelatin glucose aqueous phase solution.
Co-Q10 oil is poured into above-mentioned aqueous phase solution under the conditions of high speed shear emulsified, deaerated, homogeneous obtains surely Fixed emulsion is sent into starch bed and carries out mist projection granulating, and then through fluidized drying, hydrophobic type Co-Q10 is obtained after high-temperature cross-linking 218 kilograms of microcapsules.It is analyzed through HPLC, Co-Q10 content is 52%, and microencapsulation yield is 95%.By Co-Q10 microcapsules It is put in be sealed in sampling bottle and be protected from light, Co-Q10 content is 49% after being preserved at 40 DEG C 6 weeks, and content retention rate is 94.2%.
Embodiment 5-11
Method prepares different fat-soluble active ingredient oil, measures retention rate such as the following table 5 with embodiment 1：
Table 5
From 5 data of table, it is evident that within the scope of formula rate of the present invention, fat-soluble active ingredient content retention rate It is higher.
The present invention is illustrated by above embodiment, it is understood, however, that the present invention is not limited to institutes here The particular example and embodiment of description.Purpose herein comprising these particular examples and embodiment is to help this field In technical staff put into practice the present invention.Any those of skill in the art are easy to do not departing from spirit and scope of the invention In the case of be further improved and perfect, therefore the present invention is only by the content of the claims in the present invention and limiting for range System, intention, which covers, all to be included the alternative in the spirit and scope of the invention defined by appendix claim and waits Same scheme.

Claims (10)

1. a kind of fat-soluble active ingredient composition of stabilization, wherein the fat-soluble active ingredient composition include tocopherol, Vitamine C palmitate and fat-soluble active ingredient；Wherein：The weight ratio of tocopherol and vitamine C palmitate is 2-8： 1, the combination of tocopherol and vitamine C palmitate and the weight ratio of fat-soluble active ingredient are 7-13：100.
2. fat-soluble active ingredient composition as described in claim 1, wherein the weight of tocopherol and vitamine C palmitate Amount is than being 3-7：1.
3. fat-soluble active ingredient composition as claimed in claim 2, wherein the weight of tocopherol and vitamine C palmitate Amount is than being 4-6：1.
4. fat-soluble active ingredient composition as described in claim 1, wherein the group of tocopherol and vitamine C palmitate It is 8-12 to close with the weight ratio of fat-soluble active ingredient：100.
5. fat-soluble active ingredient composition as claimed in claim 4, wherein the group of tocopherol and vitamine C palmitate It is 9-11 to close with the weight ratio of fat-soluble active ingredient：100.
6. fat-soluble active ingredient composition according to any one of claims 1 to 5, wherein the fat-soluble active ingredient is selected from At least one of vitamin A, vitamin D, Co-Q10, vitamin K, carotenoid, polyunsaturated fatty acid or its ester.
7. a kind of fat-soluble active ingredient containing the fat-soluble active ingredient composition as described in claim 1-6 is any is micro- Capsule.
8. a kind of fat-soluble active ingredient composition containing as described in claim 1-6 is any is preparing food, beverage, animal Application on feed, cosmetics or drug.
9. a kind of method preparing fat-soluble active ingredient micro-capsule as claimed in claim 7, described method includes following steps：
1) fat-soluble active ingredient and antioxidant under nitrogen protection, are made into liposoluble by certain weight ratio at 45-85 DEG C Property active constituent melt oil oil phase A；Wherein, the antioxidant is tocopherol and vitamine C palmitate, the fat-soluble work Property ingredient be selected from vitamin A, vitamin D, vitamin K, Co-Q10, carotenoid and polyunsaturated fatty acid or its ester At least one；
2) under nitrogen protection, 60- will be dissolved in glucose or white granulated sugar as the gelatin of low molecule filler or modified starch In 70 DEG C of water, to obtain aqueous phase B；
3) under nitrogen protection, the oil phase A that step 1) the obtains aqueous phase Bs obtained with step 2) are cut through height in confined conditions Emulsification, degassing, homogeneous are cut, to obtain emulsion；And
4) emulsion obtained step 3) carries out mist projection granulating, then through fluidized drying, with obtain liposoluble active at Divide micro-capsule.
10. method as claimed in claim 9, wherein the fat-soluble active ingredient micro-capsule that step 4) obtains is crosslinked, with Obtain hydrophobic type fat-soluble active ingredient micro-capsule.
CN201710694878.3A 2017-01-20 2017-08-15 Stable fat-soluble active ingredient composition, micro-capsule and its preparation method and application Pending CN108324699A (en)

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PCT/CN2018/073371 WO2018133833A1 (en) 2017-01-20 2018-01-19 Stable and liposoluble active ingredient composition, microcapsule, and preparation method and application thereof
JP2019560441A JP2020508695A (en) 2017-01-20 2018-01-19 Stable fat-soluble active ingredient composition, microcapsule and method for producing the same and application
MX2019008650A MX2019008650A (en) 2017-01-20 2018-01-19 Stable and liposoluble active ingredient composition, microcapsule, and preparation method and application thereof.
US15/874,906 US11013807B2 (en) 2017-01-20 2018-01-19 Stable fat-soluble active ingredient composition, microcapsule and process of preparation and use thereof
KR1020197024195A KR102571958B1 (en) 2017-01-20 2018-01-19 Stable fat-soluble active ingredient compositions, microcapsules and methods for their preparation and uses
CA3051023A CA3051023A1 (en) 2017-01-20 2018-01-19 A stable fat-soluble active ingredient composition, microcapsule and process of preparation and use thereof
BR112019014985-6A BR112019014985B1 (en) 2017-01-20 2018-01-19 STABLE COMPOSITION OF FAT-SOLUBLE ACTIVE INGREDIENT, MICROCAPSULE AND PROCESS OF PREPARATION AND USE OF THE SAME
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