CN115671047A - Beta-carotene oil suspension and preparation method and application thereof - Google Patents
Beta-carotene oil suspension and preparation method and application thereof Download PDFInfo
- Publication number
- CN115671047A CN115671047A CN202211328321.5A CN202211328321A CN115671047A CN 115671047 A CN115671047 A CN 115671047A CN 202211328321 A CN202211328321 A CN 202211328321A CN 115671047 A CN115671047 A CN 115671047A
- Authority
- CN
- China
- Prior art keywords
- oil
- carotene
- beta
- suspension
- oil suspension
- 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
Links
Abstract
The invention provides a beta-carotene oil suspension, a preparation method and application thereof, wherein the preparation method comprises the steps of firstly mixing beta-carotene, an oil-phase antioxidant, an oil-phase emulsifier and vegetable oil, and then grinding to obtain the beta-carotene oil suspension; the preparation method adds the oil phase emulsifier in the mixing process, effectively reduces the loss of the beta-carotene in the grinding process, improves the content and bioavailability of effective components in the beta-carotene oil suspension, and also improves the retention rate of the beta-carotene oil suspension; meanwhile, the preparation method can ensure that the finally obtained beta-carotenoid oil suspension has good fluidity in a normal temperature environment, has the advantages of simple operation process and convenience for large-scale production, and provides a new method for industrially producing the high-content beta-carotene oil suspension.
Description
Technical Field
The invention belongs to the technical field of chemical preparation, and particularly relates to a beta-carotene oil suspension as well as a preparation method and application thereof.
Background
Beta-carotene is a polyene compound having a plurality of unsaturated bonds, which can be used as a functional health ingredient or a colorant in foods, and is also a precursor of vitamin a, having the effect of vitamin a. Currently, a variety of health foods with single or multiple beta-carotinoids added are available on the market, but the more effective way for people to supplement beta-carotinoids is to take the beta-carotinoids in the form of dietary supplements, such as various tablets, hard capsules, soft capsules and the like, and one tablet or capsule can meet the total demand of the people for beta-carotinoids in the same day.
In response to the above requirements for these modes of ingestion, a variety of β -carotene formulations have also appeared on the market, such as oil suspensions suitable for soft gelatin capsules. CN102341002A discloses a method for preparing a carotenoid solution, which method comprises the following steps: providing a suspension of a carotenoid in a suitable food oil, continuously heating a stream of the carotenoid suspension, thereby obtaining a hot carotenoid solution, continuously rapidly cooling the hot carotenoid solution, wherein the carotenoid suspension is passed as a thin liquid film over a heated heat exchanger surface to continuously heat the carotenoid suspension. However, the concentration of the carotenoid oil suspension prepared by the method is only 1 percent at most, and the carotenoid has poor chemical stability in an oil solution and is easy to generate side reaction.
CN1185433A discloses a liquid and oil miscible carotenoid preparation, which is mainly prepared by adding a carotenoid water dispersion phase into an oil phase to prepare a W/O type emulsion, wherein the particle size of a water phase droplet is close to 1 μm, and the particle size of the carotenoid reaches 0.1-0.2 μm; however, the content of carotenoid can only reach about 1% at most due to the large amount of solvents, emulsifiers and auxiliary materials, and the complex emulsion system has poor stability in application and is difficult to adapt to severe processing conditions such as high temperature, high pressure and the like.
CN101611876A discloses a carotenoid emulsion and a carotenoid chewing gum added with the same, wherein the carotenoid emulsion is prepared by the following method: mixing carotenoid powder with the content of 1-99% and soybean lecithin according to the weight ratio of 1.0-1.5, and grinding the mixture in a colloid mill to prepare a latex particle solution; adding the emulsion particle solution and the vegetable oil according to the weight ratio of 1.5-1.5 into the vegetable oil for soaking for 100-300 min and embedding by the vegetable oil; crushing the embedding liquid into micro-particle emulsion with the carotenoid particle size of 5-10 mu m in a superfine crusher; however, the carotenoid emulsion prepared by the method has high carotenoid particle size, so that the bioavailability is low.
CN101828693A discloses a method for preparing a carotenoid oil suspension with low viscosity and high fluidity, which is obtained by treating carotenoid crystals with tetrahydrofuran, ethanol, vegetable oil, etc. to obtain a carotenoid oil suspension with a particle size of about 10 μm, and the use thereof. CN102552173A discloses a carotenoid oil suspension and a preparation method thereof, wherein the carotenoid oil suspension with the average particle size of less than 5 μm is obtained by a process of atomizing a carotenoid solution into vegetable oil. However, the uniformity of the carotenoid oil suspension and the particle size of the carotenoid do not reach the level of emulsion.
CN104274428A discloses a method for preparing an oil-dispersible carotenoid preparation, which comprises preparing microcapsules, mixing with an oil phase, and grinding to obtain the oil-dispersible carotenoid with a particle size of 0.1-1 μm, but the method involves using a water-soluble colloid, has high raw material cost and many process flows, and is not suitable for industrial production.
In conclusion, it can be seen that the oil-dispersed carotene suspensions provided in the prior art are more or less problematic in several respects: (1) the particle size is coarse, the bioavailability is low, and the effective substances can be directly exposed in a dispersion medium, so that the stability of the suspension is poor; (2) the content of beta-carotene is high, but the viscosity of the suspension is high, the fluidity is poor, and the poor fluidity can cause the uneven filling in the prepared soft capsule; (3) a few methods can achieve smaller particle size, but the highest content of beta-carotene can only achieve about 1%, the content of effective components is lower, and the product is unstable.
In order to solve the above technical problems, it is urgently needed to develop a method for preparing a beta-carotene oil suspension with high content of active ingredients, high stability, high bioavailability and low viscosity.
Disclosure of Invention
In view of the defects of the prior art, the invention aims to provide a beta-carotene oil suspension, a preparation method and application thereof, wherein the beta-carotene oil suspension prepared by the preparation method has the advantages of high effective component content, high stability, high bioavailability and low viscosity.
In order to achieve the purpose, the invention adopts the following technical scheme:
in a first aspect, the present invention provides a process for the preparation of an oil suspension of β -carotene, said process comprising: mixing beta-carotene, an oil-phase antioxidant, an oil-phase emulsifier and vegetable oil, and grinding to obtain the beta-carotene oil suspension.
The preparation method provided by the invention comprises the steps of mixing beta-carotene, an oil-phase antioxidant, an oil-phase emulsifier and vegetable oil, and then grinding to obtain a beta-carotene oil suspension with small particle size; the oil phase emulsifier is added in the mixing process, and the advantages are as follows: firstly, the full mixing of the beta-carotene and the vegetable oil in the grinding process is effectively promoted, the solubility of the beta-carotene in the vegetable oil is improved, the grinding efficiency is improved, the loss of the beta-carotene in the grinding process is effectively reduced, and the content of effective components and the bioavailability in the beta-carotene oil suspension obtained after grinding are further improved; secondly, the oil phase emulsifier is added in the mixing process, so that the finally obtained beta-carotene oil suspension contains the oil phase emulsifier, the loss of beta-carotene in the subsequent storage and use processes of the beta-carotene oil suspension can be further avoided, and the retention rate of the beta-carotene is improved; finally, the oil phase emulsifier is added in the mixing process, so that the finally obtained beta-carotenoid oil suspension has good fluidity at normal temperature, an additional heating step is not needed during application, and degradation loss caused by heating is reduced.
In conclusion, the preparation method provided by the invention has the advantages of low beta-carotene loss rate and high grinding efficiency in the grinding process, and further can prepare the beta-carotene oil suspension with high content, high stability, high bioavailability and low viscosity; in addition, the preparation method has the advantages of simple operation process, safe materials and high cost performance, is convenient for large-scale production, and is a method suitable for industrially producing the high-content beta-carotene oil suspension.
Preferably, the source of the added beta-carotene is not particularly limited in the present invention, and can be beta-carotene obtained by chemical synthesis, natural extraction or biological fermentation, for example, the crystal of beta-carotene prepared by referring to CN108752251A can be used as the source of the beta-carotene.
Preferably, the oil-phase antioxidant comprises any one of or a combination of at least two of tocopherol, ascorbyl palmitate, 2, 6-di-tert-butyl-4-methylphenol, butyl hydroxyanisole or ethoxyquin.
Preferably, the content of the antioxidant in the oil phase is 0.1 to 10%, for example, 0.5%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, or 9%, and more preferably 2 to 5%, based on 100% by mass of the β -carotene oil suspension.
Preferably, the oil phase emulsifier comprises any one of sucrose fatty acid ester, lecithin, glyceryl oleate or monoglyceride laurate or a combination of at least two of the sucrose fatty acid ester, the lecithin, the glyceryl oleate or the monoglyceride laurate.
Preferably, the oil phase emulsifier is contained in an amount of 0.1 to 5%, for example, 0.5%, 1%, 1.5%, 2%, 2.5%, 3%, 3.5%, 4%, or 4.5%, and more preferably 0.5 to 2%, based on 100% by mass of the β -carotene oil suspension.
As a preferred technical scheme of the invention, the content of the oil phase emulsifier in the finally obtained beta-carotene oil suspension is limited to be 0.1-5%, so that the finally obtained beta-carotene oil suspension has the most excellent comprehensive performance; on the one hand, if the content of the oil phase emulsifier is lower than the above range, that is, the addition amount of the oil phase emulsifier during the mixing process is lower, the loss of the beta-carotene during the grinding process is higher, the beta-carotene cannot be sufficiently dissolved with the vegetable oil, and thus the final obtained beta-carotene oil suspension has lower effective components, higher viscosity and higher retention rate; on the other hand, if the content of the emulsifier in the oil phase is high, further use of the beta-carotene oil suspension is affected.
Preferably, the vegetable oil comprises any one of soybean oil, corn oil, sunflower seed oil, rapeseed oil, peanut oil, safflower oil or caprylic-capric glyceride or a combination of at least two thereof.
Preferably, the vegetable oil is present in an amount of 20 to 90%, for example 25%, 30%, 40%, 50%, 60%, 70%, or 80%, and more preferably 40 to 70%, based on 100% by mass of the β -carotene oil suspension.
Preferably, the grinding method comprises any one of or a combination of at least two of ultra-fine grinding, ball milling or jet milling.
The temperature of the polishing is preferably 30 to 80 ℃, for example, 35 ℃, 40 ℃, 45 ℃, 50 ℃, 55 ℃, 60 ℃, 65 ℃, 70 ℃ or 75 ℃, and more preferably 40 to 60 ℃.
Preferably, the grinding time is 10 to 30min, such as 12min, 14min, 16min, 18min, 20min, 22min, 24min, 26min or 28min and the like.
Preferably, the oil suspension of beta-carotene has a particle size of not greater than 1 μm, such as 0.95 μm, 0.9 μm, 0.85 μm, 0.8 μm, 0.75 μm, 0.7 μm, 0.65 μm, 0.6 μm, or 0.55 μm, and the like.
As a preferred technical solution of the present invention, the preparation method comprises: mixing beta-carotene, an oil-phase antioxidant, an oil-phase emulsifier and vegetable oil, grinding for 10-30 min at the temperature of 30-80 ℃ to obtain a beta-carotene oil suspension with the particle size not higher than 1 mu m.
In a second aspect, the present invention provides an oil suspension of β -carotene prepared by the preparation method according to the first aspect.
In a third aspect, the present invention provides a beta-carotene microcapsule comprising the beta-carotene oil suspension according to the second aspect.
In a fourth aspect, the present invention provides a method for preparing the β -carotene microcapsule according to the third aspect, the method comprising: and mixing the beta-carotene oil suspension and the water phase solution to prepare emulsion, and performing spray drying to obtain the beta-carotene microcapsule.
Preferably, the aqueous phase solution comprises wall material, antioxidant and emulsifier.
In the invention, the wall material, the antioxidant and the emulsifier are all conventional materials in the field.
Compared with the prior art, the invention has the following beneficial effects:
(1) The preparation method of the beta-carotene oil suspension provided by the invention comprises the steps of firstly mixing beta-carotene, an oil-phase antioxidant, an oil-phase emulsifier and vegetable oil, and then grinding to obtain the beta-carotene oil suspension; the oil phase emulsifier is added in the mixing process, so that the mixing of the beta-carotene and the vegetable oil in the grinding process can be promoted, the solubility of the beta-carotene in the vegetable oil is effectively increased, the loss rate of the beta-carotene in the grinding process is reduced, the grinding efficiency is improved, the particle size of the oil suspension after grinding is reduced, and the stability and the bioavailability of the prepared beta-carotene oil suspension are effectively improved.
(2) The preparation method provided by the invention can ensure that the finally obtained beta-carotenoid oil suspension has good fluidity in a normal temperature environment by adding the oil phase emulsifier in the mixing process, and meanwhile, an additional heating step is not needed in the application process, so that the degradation loss caused by heating is reduced.
(3) The content of the beta-carotene in the finally obtained beta-carotene oil suspension can reach 31.37-32.27 percent by further limiting the adding amount of the oil phase emulsifier, the particle size is as low as 0.55-0.9 mu m, the viscosity is as low as 180-205 cP, and the retention rate is 97.25-95.58 percent.
(4) The preparation method provided by the invention also has the advantages of simple operation process, safe materials, high cost performance and convenience for large-scale production, and is a method suitable for industrially producing the high-content beta-carotene oil suspension.
Detailed Description
The technical solution of the present invention is further described below by way of specific embodiments. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitations of the present invention.
The detailed information of the raw materials related to the detailed embodiment is shown in table 1:
TABLE 1
| Manufacturer(s) of | Specification of | |
| Sunflower seed oil | Jiaji grain oil | Food grade |
| Sucrose fatty acid ester | Synthetic sugar science S15 | / |
| Tocopherol | Zhejiang medicine | 96.0～102.0％ |
| Vc palmitate | Kangweijian Biotechnology Ltd | ≥95.0％ |
| Caprylic capric acid glyceride | Chemical engineering of Hubei Chengfeng | Food grade |
| Lecithin | Meiye Si vitamin | Food grade |
| Oleic acid glyceride | Wuhan Hua Xianzhi Kejie biology Co Ltd | Purity of 99% |
Preparation example 1
A preparation method of beta-carotene crystal comprises the following steps (in particular, the preparation method described in CN108752251A example 1 can also be referred to):
(1) 55.13g of 2, 4-pentadiene pentadecacarbon phosphate, 8.21g of 2, 7-dimethyl-2, 4, 6-octatriene-1, 8-dialdehyde, 12.g of sodium carbonate and 150g of anhydrous methanol are stirred and dissolved in a nitrogen environment;
(2) Mixing 0.11g of No.1 ionic liquid with 10g of methanol, dropwise adding the methanol solution of the ionic liquid into a reaction system at 10 ℃, wherein the dropwise adding time is 20min, continuously reacting at 10 ℃ for 3h after the dropwise adding is finished, and after the reaction is finished, filtering, washing with water and drying to obtain 25.46g of all-trans beta-carotene, wherein the yield is 95%, and the content is 97% by HPLC (high performance liquid chromatography) determination;
wherein the 2, 4-pentadiene pentadecacarbon phosphate has a structure of
The structure of No.1 ionic liquid is
Example 1
A method for preparing a beta-carotene oil suspension, which comprises the following steps: weighing 33g of beta-carotene crystals (preparation example 1), 64g of sunflower seed oil, 1g of sucrose fatty acid ester, 1g of tocopherol and 1g of ascorbyl palmitate, mixing and stirring for 0.5h, feeding into a sand mill, heating the sand mill to 50 ℃, and grinding for 20min to obtain the beta-carotene oil suspension oil.
Example 2
A method for preparing a beta-carotene oil suspension, comprising: weighing 35g of beta-carotene crystals (preparation example 1), 59.5g of caprylic capric glyceride, 0.5g of lecithin, 3g of tocopherol and 2g of ascorbyl palmitate, mixing and stirring for 0.5h, feeding into a sand mill, heating the sand mill to 60 ℃, and grinding for 30min to obtain the beta-carotene oil suspension oil.
Example 3
A method for preparing a beta-carotene oil suspension, comprising: weighing 33g of beta-carotene crystals (preparation example 1), 57g of sunflower seed oil, 5g of sucrose fatty acid ester, 2.5g of tocopherol and 2.5g of ascorbyl palmitate, mixing and stirring for 0.5h, feeding into a sand mill, heating the sand mill to 80 ℃, and grinding for 10min to obtain the beta-carotene oil suspension oil.
Example 4
A process for the preparation of an oil suspension of beta-carotene which differed from example 1 only in that sunflower seed oil was added in an amount of 64.95g, sucrose fatty acid ester was added in an amount of 0.05g, and the other components, amounts and steps were the same as in example 1.
Example 5
A method for preparing an oil suspension of β -carotene, which differs from example 1 only in that glycerol oleate is used instead of sucrose fatty acid ester, and the other components, amounts and steps are the same as those of example 1.
Comparative example 1
A process for the preparation of an oil suspension of β -carotene which differs from example 1 only in that no sucrose fatty acid ester is added, the sunflower seed oil is added in an amount of 65g, and the other components, amounts and steps are the same as in example 1.
And (3) performance testing:
(1) Content of β -carotene: testing the content of the beta-carotene in the finally obtained beta-carotene oil suspension by adopting liquid chromatography;
wherein the adopted liquid chromatography instrument is an Agilent 1260 type liquid chromatography instrument and a chromatographic column Sphersorb C18 column
An ultraviolet visible light splitting detector Hitachi L7420, a chromatographic workstation data processing system Chomatopdc C-RIA and a stationary phase Zorbax-SIL.
Chromatographic conditions are as follows: the mobile phase was a methanol/acetonitrile =9/1 (v/v) mixture, the detection temperature was 40 ℃, the flow rate was 1mL/min, and the wavelength was 455nm.
(2) Particle size: the test was performed using a laser particle tester (Dandongbaut).
(3) Viscosity: the test was performed using a boehler fly viscometer.
(4) Retention rate: and calculating the ratio of the beta-carotene content to the initial beta-carotene content after the storage in a constant temperature and humidity box for 1 year at 25 ℃ and at 60 percent.
The oil suspensions of β -carotene obtained in examples 1 to 5 and comparative example 1 were tested according to the test method described above, and the test results are shown in table 2:
TABLE 2
| Content (%) | Particle size (. Mu.m) | Viscosity (cP) | Retention (%) | |
| Example 1 | 31.37 | 0.8 | 200 | 98.18 |
| Example 2 | 32.27 | 0.7 | 180 | 98.58 |
| Example 3 | 31.69 | 0.9 | 210 | 97.25 |
| Example 4 | 28.81 | 2.5 | 480 | 87.47 |
| Example 5 | 31.37 | 0.55 | 205 | 97.71 |
| Comparative example 1 | 33 | 5.3 | 650 | 85.27 |
As can be seen from the data in table 2: the beta-carotene oil suspension prepared by the preparation method provided by the invention has the advantages of small particle size, low viscosity, high content and high retention rate; the beta-carotene oil suspension (comparative example 1) prepared without adding the oil phase emulsifier has larger particle size, high viscosity and lower retention rate, which indicates that the beta-carotene oil suspension is easy to lose in the preservation process.
By further limiting the addition amount of the oil phase emulsifier, the content of the beta-carotene in the finally obtained beta-carotene oil suspension can reach 31.37-32.27%, the particle size is 0.55-0.9 mu m, the viscosity is 180-205 cP, and the retention rate is 97.25-95.58%.
The applicant states that the present invention is illustrated by the above examples to a method for the preparation of a beta-carotene oil suspension and its preparation and use, but the present invention is not limited to the above examples, i.e. it is not meant to be construed as being limited to the above examples. It should be understood by those skilled in the art that any modifications of the present invention, equivalent substitutions of the raw materials of the product of the present invention, and the addition of auxiliary components, selection of specific modes, etc., are within the scope and disclosure of the present invention.
Claims (10)
1. A method of preparing an oil suspension of β -carotene, said method comprising: mixing beta-carotene, an oil-phase antioxidant, an oil-phase emulsifier and vegetable oil, and grinding to obtain the beta-carotene oil suspension.
2. The preparation method according to claim 1, wherein the oil-phase antioxidant comprises any one or a combination of at least two of tocopherol, ascorbyl palmitate, 2, 6-di-tert-butyl-4-methylphenol, butyl hydroxyanisole or ethoxyquin;
preferably, the content of the oil-phase antioxidant is 0.1 to 10%, more preferably 2 to 5%, based on 100% by mass of the β -carotene oil suspension.
3. The production method according to claim 1 or 2, characterized in that the oil phase emulsifier comprises any one of sucrose fatty acid ester, lecithin, glyceryl oleate or monoglyceride laurate or a combination of at least two thereof;
preferably, the content of the oil phase emulsifier is 0.1 to 5%, more preferably 0.5 to 2%, based on 100% by mass of the β -carotene oil suspension.
4. The production method according to any one of claims 1 to 3, wherein the vegetable oil comprises any one of soybean oil, corn oil, sunflower seed oil, rapeseed oil, peanut oil, safflower oil, or caprylic-capric glyceride or a combination of at least two thereof;
preferably, the vegetable oil is contained in an amount of 20 to 90%, more preferably 40 to 70%, based on 100% by mass of the β -carotene oil suspension.
5. The method of any one of claims 1 to 4, wherein the milling comprises any one of or a combination of at least two of ultra-fine milling, ball milling or jet milling.
6. The method according to any one of claims 1 to 5, wherein the temperature of the grinding is 30 to 80 ℃, more preferably 40 to 60 ℃;
preferably, the grinding time is 10-30 min;
preferably, the particle size of the beta-carotene oil suspension is not higher than 1 μm.
7. The production method according to any one of claims 1 to 6, characterized by comprising: mixing beta-carotene, an oil-phase antioxidant, an oil-phase emulsifier and vegetable oil, grinding for 10-30 min at the temperature of 30-80 ℃ to obtain a beta-carotene oil suspension with the particle size not higher than 1 mu m.
8. An oil suspension of β -carotene, characterized in that it is prepared by the method according to any one of claims 1 to 7.
9. A β -carotene microcapsule characterized in that said β -carotene microcapsule comprises the β -carotene oil suspension according to claim 8.
10. A process for the preparation of the beta-carotene microcapsules according to claim 9, comprising: mixing the beta-carotene oil suspension and the water phase solution to prepare emulsion, and performing spray drying to obtain the beta-carotene microcapsule;
preferably, the aqueous phase solution comprises wall material, an antioxidant and an emulsifier.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211328321.5A CN115671047A (en) | 2022-10-26 | 2022-10-26 | Beta-carotene oil suspension and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211328321.5A CN115671047A (en) | 2022-10-26 | 2022-10-26 | Beta-carotene oil suspension and preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN115671047A true CN115671047A (en) | 2023-02-03 |
Family
ID=85098785
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202211328321.5A Pending CN115671047A (en) | 2022-10-26 | 2022-10-26 | Beta-carotene oil suspension and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115671047A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102552173A (en) * | 2010-12-23 | 2012-07-11 | 浙江医药股份有限公司新昌制药厂 | Carotenoid oil suspension with high bioavailability and preparation method thereof |
| CN106666714A (en) * | 2016-12-29 | 2017-05-17 | 厦门金达威生物科技有限公司 | Sugar-free beta-carotene microcapsules and preparation method thereof |
-
2022
- 2022-10-26 CN CN202211328321.5A patent/CN115671047A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102552173A (en) * | 2010-12-23 | 2012-07-11 | 浙江医药股份有限公司新昌制药厂 | Carotenoid oil suspension with high bioavailability and preparation method thereof |
| CN106666714A (en) * | 2016-12-29 | 2017-05-17 | 厦门金达威生物科技有限公司 | Sugar-free beta-carotene microcapsules and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU2006251391B2 (en) | Direct dissolution | |
| JP7205835B2 (en) | Fat-soluble nutrient microcapsules and method for producing the same | |
| JP4195113B2 (en) | Method for producing powdery carotenoid preparation dispersible in cold water, preparation of this kind and use thereof | |
| EP1794238B1 (en) | Method for producing dry powders of at least one carotenoid | |
| EP2224823B1 (en) | Pulverulent carotenoid preparation for colouring drinks | |
| US10212957B2 (en) | Method for preparing oil-dispersible carotenoid preparation | |
| CN100399941C (en) | Process for producing one or more kinds of dry powder of carotenoid | |
| CN106666731B (en) | Stable fat-soluble nutrient microcapsule and preparation method and application thereof | |
| DK2111125T4 (en) | LIQUID FORMULATIONS CONTAINING CAROTINOIDS | |
| WO2003102116A2 (en) | Oil-soluble pigment compositions | |
| CN100482102C (en) | Homogeneous solid granules containing carotenoids | |
| CN102773052B (en) | Method for preparing cold-water-dispersible carotenoid micro-capsule product | |
| CN102341007A (en) | Method for producing solutions of astaxanthin derivatives | |
| CN112056558A (en) | Oil-in-water carotene microemulsion and preparation method thereof | |
| CN102341005A (en) | Formulation of Astaxanthin Derivatives and Use Thereof III | |
| CN113575945B (en) | Preparation method of nanoscale all-trans carotenoid dry powder | |
| CN115671047A (en) | Beta-carotene oil suspension and preparation method and application thereof | |
| CN110547456A (en) | carotenoid microcapsule taking sialic acid as coating material and preparation method and application thereof | |
| Schex et al. | Technical formulation of hydrophobic pigments | |
| CN114452909A (en) | High-stability capsanthin powder and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |