CN1502325A - Ascorbic acid aqueous solution and preparation process thereof - Google Patents
Ascorbic acid aqueous solution and preparation process thereof Download PDFInfo
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- CN1502325A CN1502325A CNA031274927A CN03127492A CN1502325A CN 1502325 A CN1502325 A CN 1502325A CN A031274927 A CNA031274927 A CN A031274927A CN 03127492 A CN03127492 A CN 03127492A CN 1502325 A CN1502325 A CN 1502325A
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Abstract
Aqueous solution comprises excess emulsifier, e.g. Polysorbate with a hydrophilic-lipophilic balance (HLB) value of 9-18. An independent claim is also included for a method of manufacturing the solution comprising: (1) adding Polysorbate to an aqueous ascorbic acid solution; and (2) stirring and heating mixture until it becomes clear.
Description
The present invention relates to aqueous ascorbic acid.
The technology of reductone ascorbic acid is used, and is very difficult usually particularly in Personal hygiene and food and prevention area, because ascorbic acid does not have enough stability in aqueous solution.Therefore in aqueous ascorbic acid, after 30 days, have only about 70% still to exist in the ascorbic acid that is added.
Done many trials for the stability of improving ascorbic acid, wherein adopted one of its derivant, for example sodium ascorbyl phosphate or ascorbic palmitate substitute ascorbic acid.After long-time, the content of this active substance in aqueous solution almost can remain unchanged fully.Yet, expensive a lot of times of this derivants than pure ascorbic acid.In addition, the ascorbic acid derivates of high concentration is easy to crystallize out and causes final products painted.
European patent specification EP660676 discloses a kind of compositions, by the oil-soluble constitents of 0.1-2.0% weight, and preferred chromatic carotenoid, the HLB value of 2-20% weight is that the emulsifying agent of 10-18 and the antioxidant of 0.1-1.0% weight are formed.This emulsifying agent can be Spheron MD 30/70 40 or 60, and ascorbic acid is one of antioxidant of recommending.To produce painted transparent and stable health beverage with this technology.Yet this patent is not explained the stability of ascorbic acid in the final products.
The purpose of this invention is to provide in fluid, in water soluble and the fat, as to be encapsulated form (for example capsule) ascorbic acid, it can be stablized the several months and have high concentration.
According to the present invention, this purpose is by the emulsifying agent that comprises the excessive HLB value with 9-18, Spheron MD 30/70 (Polysorbate) for example, and the aqueous ascorbic acid of preferred PS is realized.At room temperature, this solution is transparent and almost is gelatinous, can dilute with water and constant muddiness, and when being heated to about 35 ℃, need not further processing just can with do not have difficulty and mix equably from the moisture of cosmetics or field of food or fats end product.The ascorbic acid part of solution of the present invention can be retained to not a half year and almost not loss up to 20% weight.The Spheron MD 30/70 part is about 60% weight effectively, and all the other are water.Ascorbic acid Solubilizates of the present invention can be added to cosmetics (skin care item and treatment) at an easy rate, food, and medicine and the nutritional solution and the algae (microalgae) that are used for propagated cell and bacterial cultures can make the stability of these products increase significantly.
The effective micellization of ascorbic acid in Solubilizates.Electron microscope examination shows that the micelle diameter of 10% ascorbic acid Solubilizates of dilution in 1: 1000 is about 100nm.Because the micellar emulsifying agent big envelope ascorbic acid that only (with delayed mode) release is sealed after delay, mixed tocopherol combination with solubilization, the antioxidant effect ratio such as the ascorbic palmitate of Solubilizates of the present invention in described reagent, promptly one of previously mentioned ascorbic acid derivates keeps the longer time.
As for the nutritional physiology aspect, when orally ingestible Solubilizates of the present invention, it is promptly to play a role in the harmonization of the stomach duodenum and consume at middle digestive tract that the ascorbic acid emulsifying agent has stoped ascorbic acid by the micelle that forms.More accurate the saying so of the ascorbic acid of micellization begins to be absorbed in small intestinal.
In a particularly preferred scheme of the present invention, described ascorbic acid Solubilizates comprise the tocopherol of adding, particularly α-, β-, γ-and the mixture of Delta-Tocopherol.By this ascorbic acid tocopherol Solubilizates is joined in organic oil preparation, for example vegetable oil such as Oleum helianthi, thistle-seed oil, Semen Lini oil or the like can be promoted their stability significantly.As tocopherol, can consider pure alpha-tocopherol or particularly preferred α-, β-, γ-and the mixture of Delta-Tocopherol.Recommend mixed tocopherol, it comprises the alpha-tocopherol of about 8.0～about 20.0% weight, the betatocopherol of about 1.5～about 4.5% weight, the Delta-Tocopherol of the Gamma-Tocopherol of about 55.0～about 70.0% weight and about 15.0～about 27.0% weight.
If jeceric acid and/or octadecenoic acid (for example with alpha-linolenic acid, gamma-Linolenic acid, linoleic acid or oleic form) are added in the solution of the present invention, then the viscosity of solution reduces.At room temperature it is transparent, and is sticking, dilutable water and haze-free, or further procedure of processing can with moisture and/or fatty nutrient, cosmetics and medicament mixed.Spheron MD 30/70 composition in the solution of the present invention has played delay action for the preservation characteristic of the composition of the usually easy oxidation of ascorbic acid or ointment and similar formulations.Therefore, the protective effect of the hope of ascorbic acid can keep the longer time.Content of ascorbic acid in the solution is effectively in 5%～about 15% weight.Solution advantageously comprises the jeceric acid and/or the octadecenoic acid of about 10%～about 20% weight.Spheron MD 30/70 partly is preferably about 60%～about 75% weight.
If the ratio of water reduces to the corresponding increase of ratio of about 5%～about 7% weight and Spheron MD 30/70 in the solution, the solution that so at room temperature is viscosity can also mix with the active substance in being loaded into gelatine capsule or gelatine-free capsules.The water ratio is low in the solution then can not destroy capsule shells, does not therefore damage the defencive function of ascorbic acid to active component.
The manufacture method of solution of the present invention comprises that with the HLB value be about emulsifying agent of 9～about 18, Spheron MD 30/70 for example, be PS effectively, join in the aqueous ascorbic acid and under agitation heat this mixture slightly, up to it become transparent and even till.The diameter that forms in solution demonstrates the double-walled encapsulation of the Spheron MD 30/70 molecule of radial orientation for the micelle of about 100nm, the Spheron MD 30/70 molecule of interior encapsulation is arranged towards the mode of ascorbic acid solution with hydrophilic parts thus, and the hydrophilic segment of the sorbitol ester molecule of outer encapsulation is towards outer arrangement.The solution that obtains with such method can dilute with water and constant muddiness, and does not need further procedure of processing just can be used in industry.
Further expand the present invention, if the light natural oil of will be mainly forming by triglyceride for example thistle-seed oil add in the aqueous ascorbic acid then micellar stability raising with emulsifying agent.The factice bundle that the back forms sticks on the ascorbic acid micelle and protects them.
In fact, before the adding Spheron MD 30/70 and little, be heated to after about 50 ℃, with jeceric acid and/or octadecenoic acid, for example with alpha-linolenic acid, gamma-Linolenic acid, linoleic acid or oleic form add in the described solution.For filled capsules, its shell is made up of gelatin or gelatin-free, if ascorbic acid is dissolved in the distilled water of equivalent, under little heating, add equivalent or maximum be the fatty acid of twice ascorbic acid amount and add about two PS to about triplication, and mixture is stirred and heated to about 80 ℃, will be favourable.
Following specific embodiment will be illustrated the present invention.
Embodiment 1
The 20g ascorbic acid fully is dissolved in the distilled water of the 20g degassing.If water is heated to about 45 ℃, can accelerates course of dissolution.Then the PS of 60g is added in this solution stirring and be heated under about 80 ℃ situation.Stir Solubilizates up to its bleach and evenly, at room temperature this Solubilizates is transparent and almost is gel, dilutable water and haze-free, and can not need further procedure of processing directly to be added to need compositions or the food preserved, beverage is in cosmetics and the medicine.
In order to obtain a kind of Solubilizates of low concentration, the ascorbic acid of 10g is dissolved in the distilled water of 10g and adds the Spheron MD 30/70 of 80g, all the other steps are as mentioned above.The 10% ascorbic acid Solubilizates of Sheng Chaning is diluted with water to the electron microscope image of taking pictures after 1: 1000 and is shown among Fig. 1 thus.As can be seen, the micellar diameter of this ascorbic acid Solubilizates is about 100nm.Electron microscope image below Fig. 1 is put into paraffin with Solubilizates and can be made the micelle diameter reduce half as can be seen.This phenomenon can be lost outside Spheron MD 30/70 encapsulation by micelle and be explained in paraffin.
Embodiment 2
As embodiment 1,10% weight ascorbic acid (total amount with the ascorbic acid Solubilizates is 100%) is dissolved in the 10% weight distilled water, and with 70% weight PS and 10% vegetable oil in light weight, for example thistle-seed oil or Semen Lini oil add in this aqueous solution together.Heat this mixture then at least 60 ℃, and stir, up to the Solubilizates bleach with evenly, at room temperature, this Solubilizates can be dissolved in fully in the water and not have remnants.
If content of ascorbic acid reduces to about 7% weight and water content also reduces to about 7% weight, and the corresponding rising of other ratio of Solubilizates, because the ratio of water is low relatively, it is especially suitable for use as the antiseptic that incapsulates as the active substance of slow releasing preparation.Capsule shells in fact is not subjected to the erosion of Solubilizates, and estimates this erosion will take place when high water content.
Embodiment 3
The ascorbic acid of 10g is dissolved in the distilled water of 10g, and the thistle-seed oil of 20g is joined in this solution.The PS of 110g is joined in this mixture, up to anhydrous, that is to say up to boiling termination at about 100 ℃ of whole mixture of heated and stirred.Behind cool to room temperature, there is 6.5% ascorbic acid Solubilizates to exist in the solubilizer, its water content clearly is lower than 5% volume, and in water soluble and the oils and fats.When solution is just made and after having crossed five wheat harvesting periods, the ascorbic acid content that detects solution by chemical analysis laboratory independently shows that the loss of ascorbic acid during this period of time has only about 3%.
Embodiment 4
Here the Solubilizates with embodiment 2 is a starting point.To wherein adding a kind of mixed tocopherol Solubilizates of producing as follows.The mixed tocopherol (is 100% weight with the mixed tocopherol Solubilizates) of 10% weight is mixed with the Spheron MD 30/70 20 of 90% weight by stirring, be heated to about 60 ℃ and can accelerate mixed process.Continue to stir till transparent, this Solubilizates can easily be dissolved in water.For mixed tocopherol, recommending each component addition is alpha-tocopherol 91mg/g mixed tocopherol, betatocopherol 21mg/g mixed tocopherol, Gamma-Tocopherol 608mg/g mixed tocopherol and Delta-Tocopherol 209mg/g mixed tocopherol.
With the Solubilizates of first kind of scheme among the embodiment 2 of about 3 weight portions, mix then with the mixed tocopherol Solubilizates of about 7 weight portions, be heated to slightly about 50 ℃ to accelerate this mixed process.Under the situation of heating, stir, up to producing all even transparent Solubilizates.Therefore the 1g product comprises the mixed tocopherol of about 70mg and the ascorbic acid of about 30mg.This Solubilizates can be used as and improves food color, oil preparation, cosmetics, effective antioxidant of medicine and similar products stability.
Comparative test shows; character (hydrophilic or hydrophobicity) regardless of final products; this Solubilizates can directly add in the final products without middle production process; and the ascorbic acid from ascorbic acid derivates such as ascorbic palmitate than same amount has better anti-oxidation protection.And, to compare with ascorbic acid derivates, described Solubilizates has colourless relatively advantage.As required, approximately can add for example Solubilizates of 1～10g in the final products of 1000g.
Viewpoint from the threpsology, the physiological advantage of this Solubilizates is, this micelle is stable in gastric acid, and micelle this can guarantee that ascorbic acid (vitamin C) and (when using alpha-tocopherol) vitamin E have no loss ground and arrive small intestinal, they can be absorbed at this.This advantage also can use other vitamin, for example retinol (vitamin A) and solatene, and can obtain this advantage by the embodiment of following preparation Multivitamin:
Embodiment 5
Be heated to the alpha-tocopherol of 20% about 50 ℃ weight when needing, mix with the Spheron MD 30/70 20 of 80% weight by stirring, till transparent and even.
The retinol of 10% weight mixes with the PS of 90% weight with the same manner.
At last, the concentrated solution that contains about 30% solatene of 10% weight (can obtain from La Roche) mixes with suitable manner with the PS of 90% weight, forms a kind of transparent Solubilizates of rufous, and it dissolves in warm water fully.
Then with the ascorbic acid Solubilizates of first kind of scheme of the embodiment 2 of 85% weight, effectively is mixing under heating and the stirring condition slightly with the solatene Solubilizates of the above-mentioned retinol Solubilizates of the above-mentioned alpha-tocopherol Solubilizates of 10% weight, 2% weight and last 3% weight, up to the mixing Solubilizates of a kind of homogeneous transparent of acquisition.This water soluble vitamins Solubilizates can be packaged in the capsule of gelatin or gelatin-free, or directly adds in the aqueous and/or fat-soluble final products without further procedure of processing.
When vitamin Solubilizates of the present invention is put in water and/or the transparent fruit juice, opposite with emulsion or liposome, obtain a kind of stable and transparent solution.Described product micelle is stable in gastric acid.Liposoluble substance in described micelle is vitamin A for example, and the absorption of vitamin E and solatene occurs in the small intestinal that does not comprise bile salts and enzyme.Therefore, being the described active substance of this micelle attitude can be by quicker utilization biologically.
Add in the food or be packaged in 1g vitamin Solubilizates in the capsule, comprised required vitamin A people's every day, C, E and solatene with above-mentioned composition.Vitamin Solubilizates compositions with above-mentioned composition is to be fit to this application.This has considered that ascorbic day requirement is significantly higher than other vitamin.Yet, if the existence of a certain vitamin is unwanted or is undesirable for intended application that the scope of the invention also allows the vitamin Solubilizates to select other compositions and/or omits one or more vitamin fully.
Fig. 2,3 and 4 have shown the alpha-tocopherol Solubilizates, the average micelle radius of solatene Solubilizates and retinol Solubilizates.As can be seen, average micelle radius is 10nm, and reducing to for the retinol Solubilizates only has 8nm.Field flow fractionation (FFF) with Wyatt Technologies is carried out dimensional measurement.Fig. 5 has shown the micellar electron microscopic mirror image of vitamin A, and Fig. 6 has shown the micellar electron microscope picture of vitamin E; Sample is 1: 1000 a aqueous solution of above-mentioned Solubilizates.
Claims (18)
1, a kind of aqueous solution of ascorbic acid contains excessive HLB value and is about emulsifying agent of 9～about 18, for example Spheron MD 30/70.
2, according to the solution of claim 1, contain PS.
3, according to the solution of claim 1 or 2, contain jeceric acid and/or octadecenoic acid, for example with alpha-linolenic acid, gamma-Linolenic acid, linoleic acid or oleic form.
4, according to the solution of claim 1 or 2, wherein ascorbic acid content is that about 20% weight and Spheron MD 30/70 content are about 60% weight.
5, according to the solution of claim 3, wherein ascorbic acid content is about 5%～about 15% weight, and the content of Spheron MD 30/70 is that the content of about 60%～about 75% weight and jeceric acid and/or octadecenoic acid is about 10%～about 20% weight.
6,, contain some mixed tocopherols according to the solution of above-mentioned arbitrary claim.
7,, contain some Spheron MD 30/70s 20 according to the solution of claim 6.
8,, contain the alpha-tocopherol of 8～about 20% weight of having an appointment, the betatocopherol of about 1.5～about 4.5% weight, the Delta-Tocopherol of the Gamma-Tocopherol of about 55～about 70% weight and about 15～about 27% weight according to the solution of claim 6 or 7.
9, according to the solution of above-mentioned arbitrary claim, contain vitamin A, and/or vitamin E, and/or solatene.
10, make the method for the solution of above-mentioned arbitrary claim, it is characterized in that, in aqueous ascorbic acid, add Spheron MD 30/70, and heat slightly when needed and stir this mixture till its bleach.
11, according to the method for claim 10, it is characterized in that, in solution, add PS.
12, according to the method for claim 10 or 11, it is characterized in that, before adding Spheron MD 30/70, be heated to slightly after about 50 ℃ with stirring also, in solution, add jeceric acid and/or octadecenoic acid, for example with alpha-linolenic acid, gamma-Linolenic acid, linoleic acid or oleic form.
13, according to method any in the claim 10～12, wherein a certain amount of ascorbic acid is dissolved in the distilled water of equivalent, under heating slightly, add and equal the light fatty acid that comprise triglyceride of ascorbic acid amount to twice ascorbic acid amount, and add about two PS to about triplication, mixture under agitation is heated to about 80 ℃.
14, according to the method for claim 10 or 11, it is characterized in that, add the mixture of alpha-tocopherol and Spheron MD 30/70 20 in solution, this mixture carries out being stirred under the situation of mild heat transparent in due course.
According to method any in the claim 10,11 or 14, it is characterized in that 15, adding has been stirred to the transparent retinol and the mixture of PS.
16, according to claim 10, any one method in 11,14 or 15 is characterized in that, adds to be stirred to the transparent solatene and the mixture of PS.
17, according to each solution of claim 1～9 as skin protection and hair products, food, the Application of Additives of medicament and cell and bacterial cultures or algal cultures nutritional solution.
18, according to the application of claim 17, use with the form of gelatine capsule and/or gelatine-free capsules.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02026130A EP1338271B1 (en) | 2001-11-30 | 2002-11-23 | Aqeous solution of ascorbic acid |
| EP02026130.1 | 2002-11-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1502325A true CN1502325A (en) | 2004-06-09 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA031274927A Pending CN1502325A (en) | 2002-11-23 | 2003-05-30 | Ascorbic acid aqueous solution and preparation process thereof |
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| Country | Link |
|---|---|
| CN (1) | CN1502325A (en) |
| AU (1) | AU2003204456A1 (en) |
| BR (1) | BR0302860B1 (en) |
| RU (1) | RU2303036C2 (en) |
| TW (1) | TWI339125B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102323430A (en) * | 2011-08-15 | 2012-01-18 | 北京利德曼生化股份有限公司 | Stable unsaturated iron bonding force determination kit |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012036743A1 (en) | 2010-09-16 | 2012-03-22 | Kalamazoo Holdings, Inc. | Stable edible fluid fats and oils and improved ascorbic acid compositions to produce same |
| ES2807226T3 (en) * | 2016-08-31 | 2021-02-22 | Chr Hansen Natural Colors As | Water dispersible colorant composition |
| RU2720516C1 (en) * | 2019-07-05 | 2020-04-30 | Государственное бюджетное образовательное учреждение высшего образования Московской области "Университет "Дубна" (Государственный университет "Дубна") | Method of producing micellar complexes of copper (ii) using non-ionic surfactants |
-
2003
- 2003-05-23 TW TW092114028A patent/TWI339125B/en not_active IP Right Cessation
- 2003-05-29 BR BRPI0302860-7B1A patent/BR0302860B1/en active IP Right Grant
- 2003-05-29 RU RU2003116107/04A patent/RU2303036C2/en active
- 2003-05-30 CN CNA031274927A patent/CN1502325A/en active Pending
- 2003-05-30 AU AU2003204456A patent/AU2003204456A1/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102323430A (en) * | 2011-08-15 | 2012-01-18 | 北京利德曼生化股份有限公司 | Stable unsaturated iron bonding force determination kit |
Also Published As
| Publication number | Publication date |
|---|---|
| TW200408633A (en) | 2004-06-01 |
| BR0302860A (en) | 2004-08-24 |
| AU2003204456A1 (en) | 2004-06-10 |
| TWI339125B (en) | 2011-03-21 |
| BR0302860B1 (en) | 2015-01-06 |
| RU2303036C2 (en) | 2007-07-20 |
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