CN1118521C - Preparation method of lycopene - Google Patents
Preparation method of lycopene Download PDFInfo
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- CN1118521C CN1118521C CN01131359A CN01131359A CN1118521C CN 1118521 C CN1118521 C CN 1118521C CN 01131359 A CN01131359 A CN 01131359A CN 01131359 A CN01131359 A CN 01131359A CN 1118521 C CN1118521 C CN 1118521C
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- Prior art keywords
- tomato
- solvent
- lyeopene
- raw material
- sauce
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
Abstract
The present invention relates to a method for preparing natural lycopene which has more than 80 % crystallinity by using tomato paste as a raw material. In the method, a low molecular alcohol solvent is first used for extracting the raw material, the components of water, resin, volatile oil, sugar, gluten, etc. in the raw material are separated and removed, and then, the lycopene is crystallized in the process of restoring the solvent after an organic solvent is used for extracting the lycopene. The method has the advantages of simplicity, high efficiency and energy saving.
Description
Technical field
The present invention relates to the preparation method of Lyeopene, relating in particular to a kind of is raw material with the tomato-sauce goods, and method is easy, the yield height, and can obtain the preparation method that the crystal of lycopene body reaches the high-purity natural Lyeopene of 80-90%.
Background technology
Lyeopene belongs to the carotenoids material, extensively is present in nature, and its most important natural origin is exactly a tomato, the existing a large amount of reports of its purposes as food, feed, makeup and drug additive.For example, lycopene crystal can be used for producing the important source material that prevents natural anti-cancer drugs preparations such as prostate cancer, mammary cancer; Can be used as natural health care (as soft capsule, water-soluble micro-capsule, oral liquid, the lozenge etc.) additive that is used to improve immune function of human body; Also can be used as the tinting material of food, superior cosmetics (as lipstick, kermes etc.).
Just because of the extensive use of Lyeopene, the existing a lot of research reports of the preparation of relevant natural lycopene, its raw materials for production mainly adopt fresh tomato (content of lycopene is greater than 100ppm) or tomato product (as tomato-sauce, tomato powder etc.) and produce the tankage (tomato skin, slag) of tomato product.Because Lyeopene is compared with other carotenoid, the oxidation-resistance of its coarse-grain state goods and the stability of color are all very low, so the production of Lyeopene has all required treating process, reach the character of high stable with high purity.There has been at present the method for the production natural lycopene of open record generally all to need at least twice with an organic solvent tomato or tomato-sauce raw material to be heated (50-60 ℃) extraction, at first preparation contains the oleo-resinous of Lyeopene 2-5%, and then select appropriate solvent that this oleo-resinous is extracted, the thick lycopene crystal that obtains repeatedly washs with solvent again, the long flow path of whole process, and operation steps is many, not only energy consumption is big, also caused yield low, for example PCT applies for the method for PCT/US95/14475 record, need 4-6 hour from being dosed into crystallization, yield also only is 64.72% (embodiment 1), that is to say through the Lyeopene total losses in this process raw material up to 35.28%.And for example to need can only to obtain in 6-10 hour to contain Lyeopene be 24% crystallization to CN1298904A from being dosed into crystallization, and total recovery only is 19.5%, and the Lyeopene loss is in (embodiment 1) more than 80.5%.Study other open source literature, technical description and embodiment as among EP0844831, EP-A-382067, EP-000140, the PCT/W097/48287 etc. also can obtain similar conclusion.
Summary of the invention
The objective of the invention is to the deficiency long at Production Flow Chart in the prior art, that product yield is low, a kind of processing method with novelty is provided, with tomato or tomato product is that feedstock production degree of crystallinity is more than 80%, especially the Lyeopene more than 90%, whole process is simple to operation, and energy consumption is low, and yield but is significantly higher than the method for prior art, reaches energy-efficient purpose.
The method according to this invention, utilize Lyeopene to be dissolved in multiple fat-soluble solvent and oils, but only be slightly soluble in low-carbon alcohol (heating) such as ethanol, be insoluble in cold alcoholic acid character, at first use low molecular alcoholic solvents to remove compositions such as moisture in tomato or the tomato product and some resins, volatile oil, carbohydrate, baregin and some alkaloid, pigment (yellow pigment) and glucoside, improve the content of Lyeopene in the raw material, with an organic solvent it is extracted from raw material then, the crystal of Lyeopene can directly be separated out in reclaiming dissolving agent process.Compare with the method for prior art, technology of the present invention is obviously simplified, without the oleo-resinous preparation process, just can in reclaiming the extraction solution process, directly separate out, and the high-crystallinity Lyeopene, and yield improves greatly.
The preparation method of the Lyeopene that the present invention proposes is raw material with water-soluble solid content wherein at the tomato-sauce of 28-38%, and the preparation method may further comprise the steps:
1) with 4 below the carbon, concentration is at the described tomato-sauce raw material of the alcoholic solvent extract at room temperature more than 70%, the consumption of alcoholic solvent is a 5-10 times of weight of tomato-sauce raw material, and isolated insolubles is made the cellulosic pulverulent material of water content at 1-5% 30-36 ℃ of following vacuum-drying;
2) be lower than 80 ℃ the described pulverulent material of organic solvent normal temperature lixiviate step 1) with solubilized Lyeopene and boiling point, the solvent that reclaims in the extracting solution under 26-52 ℃ of temperature makes it to separate out crystallization.
Facts have proved that utilizing tomato-sauce to produce natural lycopene is most economical, the most rational selection.Compare with fresh tomato, its content of lycopene height (about 400-600ppm), cost of material cheaply, are conveniently stored and suitable industrialized mass production.So the present invention selects tomato-sauce as raw material, water-soluble solid content wherein is at 28-38%, comprise all size tomato-sauce with different tomato variety preparations, the tomato-sauce raw material of content of lycopene more than 45-70mg/100g for example, content of lycopene is at the orange red tomato powder of 200mg/100g or the content of lycopene tomato peel dry powder at 30-40mg/100g, also can adopt fresh tomato, but it is broken to carry out heat earlier, isolate skin and seed, centrifuge dehydration becomes moisture less than 70% wet slag.
The present invention uses the alcoholic solvent of low-carbon (LC), preferred alcohol (does not heat) moisture and the impurity that remove in the tomato-sauce under normal condition, has just obtained the raw material that lilac red cellulosic finely powdered contains Lyeopene through cryodrying.Because the solvability difference of numerous impurity components in the alcohol of different concns in the tomato-sauce raw material, the alcoholic solvent that this leaching process preferably adopts different concns extraction separation is one by one removed all kinds of impurity, for example, use the ethanol of 70-95% concentration earlier, the general stirring extracted 5-15 minute, isolated insolubles and used the above alcohol solvent (especially 99.7% dehydrated alcohol) of 95% concentration to extract once more 3-10 minute.
According to preparation method provided by the invention, owing to removed the composition that influences the Lyeopene extraction yield in advance, content of lycopene obviously improves in the raw material, and there have not been resin and pigment and baregin constituents, as long as with an organic solvent can realize the extraction to Lyeopene under normal condition, this extraction process needs only abundant stirring and can finish very soon.Angle from the extraction Lyeopene, all solubilized Lyeopenes and boiling point are lower than 80 ℃ organic solvent all can be used, but application point from product, the present invention preferably uses the food grade innoxious solvent that wherein can be used for foodstuff production, and for example dithiocarbonic anhydride, toluene, benzene, chloroform, methylene dichloride etc., though the solubilized Lyeopene for avoiding the noxious solvent in the crystallization goods residual, is not generally selected for use yet.The present invention preferably uses and comprises methyl acetate (boiling point 55-58 ℃), ethyl acetate (77.11 ℃ of boiling points) or its mixture.
The method according to this invention is preferably divided 2 times or 3 lixiviates with described weight of powdery material 3-8 low boiling point organic solvent doubly, and the filter residue after the 1st lixiviate adds the solvent lixiviate once more, and vat liquor is merged.The recovered temperature of solvent preferably is controlled at 26-38 ℃, as solvent evaporation 60-70%, can see that having a large amount of shred shape Lyeopenes to begin crystallization separates out, when the solvent of 90-95% is recovered, Lyeopene also have an appointment 90-95% crystallization separate out.The construction equipments that routinize such as this recovery solvent and the equipment of separating out crystallisation process can be selected centrifugal falling film type vacuum-evaporator, direct type evaporator with heat pump, falling film type vacuum-evaporator for use, rise the diaphragm type vacuum vaporizer, DTB high-efficiency vacuum crystallizer, rotary film evaporator are preferably selected centrifugal falling film type vacuum-evaporator and DTB high-efficiency vacuum crystallizer for use.
Absolute ethanol washing (generally can in the enamel or stainless steel reaction jar of belt stirrer) will for example be added in the xln of separating out, remove residual yellow pigment or other impurity, crystal is filtration drying once more, that is, preparation method of the present invention also comprises use dehydrated alcohol or anhydrous methanol washing step 2) xln of separating out and the treating process of drying crystalline body.When crystal be washed until faint yellow when colourless with 500 order filter cloth elimination solvents, drying is made the crystal of lycopene of the finely powdered (particle diameter 10-180 μ m) of dark violet coppery, wherein the content of Lyeopene can be up to more than 90% more than 80%.According to the preferred embodiment of the invention, the method for dry washing post crystallization body comprises: normal temperature forced air drying 20-40 minute, for example put into 20-36 ℃ of dry 20-40 of air dry oven normal temperature minute; Controlled 30-36 ℃ of vacuum (0.08-0.098MPa) dry 15-30 minute, or normal temperature seasoning 4-6 hour.
Crystal of lycopene of the present invention can with withstand voltage vial or Aluminum-plastic composite bag carry out vacuum (0.09Mpa) or inflated with nitrogen (purity 99.9%) pack, keep in Dark Place under-5--10 ℃, can be steady in a long-term and never degenerate that (the variable color process is exactly a metamorphic process, crystal changes over redness, orange, deep yellow, yellow by the dark violet coppery that has metalluster, when being oyster white at last, show that content of lycopene progressively degrades to zero).
As mentioned above, the invention provides a kind of preparation lycopene method that is different from prior art, before extraction, at first separate to remove and do not need composition in the raw tomatoes material, no longer through extract oil resin at first, extraction concentrated tomato red pigment crystalline process from oleo-resinous is carried out cryoconcentration at the normal temperature leach liquor to organic solvent again, in reclaiming dissolving agent process the target product crystal of lycopene is separated out, no longer need to be cooled to-15 ℃ of crystallizations, bring convenience to purifying.Method of the present invention is removed other composition in the tomato-sauce raw material (effectively keeping the Lyeopene in the raw material) most possibly, improved the content of lycopene in the raw material greatly, when simplifying technology, also just improved the extraction yield of Lyeopene, mensuration shows that Lyeopene extraction yield of the present invention can reach more than 85%.The temperature of raw material processing and solvent recuperation and crystallization precipitation all is no more than 50 ℃ in the inventive method, preferably is no more than 36 ℃, compares with the method for prior art, can significantly cut down the consumption of energy.
The inventive method can prepare degree of crystallinity and be higher than 80%, especially be higher than 90% lycopene crystal, the high purity of itself provides and has compared advantages of higher stability, under proper condition can be steady in a long-term and non-degradable, further satisfy its application in anti-tumor medicinal preparation and protective foods, do not used antioxidant, sanitas etc. just can prevent effectively that microorganism and enzyme from polluting.
Specific embodiments
Further specify the enforcement of technical solution of the present invention below in conjunction with specific embodiment, but practical range of the present invention is not constituted qualification.
Embodiment 1
Contain the above crystalline method of Lyeopene 80-90% with the tomato-sauce preparation
The tomato-sauce that 100kg 28-30 specification is contained Lyeopene 50mg/100 is put into 500L paddle formula stainless steel agitator kettle and is added 300kg 95% ethanol and stir 10min and emit, with the centrifugal 5min of whizzer, it is centrifugal with rotating speed 1600-3000r/min whizzer that tomato residue of soya solid after centrifugal is put into above-mentioned agitator kettle adding 100kg 99% absolute ethyl alcohol and stirring 5min, get the 12.8kg lilac red with 36 ℃ of combination drying 20min of taper rotary vacuum drier heating and contain Lyeopene 382mg/100g (measuring method of Lyeopene is known, and the present invention no longer describes in detail) cellulosic fine particle powder raw material.
The above-mentioned raw material that contains Lyeopene 382mg/100g of 12.8kg is put into 100L stainless steel agitator kettle adding 95% methyl acetate 38.2kg stirring extraction 15min emits with centrifugal single extraction liquid and the filter residue of getting of 1600-3000r/min whizzer, filter residue is put into above-mentioned agitator kettle adding 95% methyl acetate 20kg stirring extraction 5min emit the centrifugal extraction fluid that gets, merge twice extraction liquid and be 54kg altogether, with the smart filter of filter paper, with essence filter the limpid extraction liquid of scarlet, containing Lyeopene is 86.6mg/100g.
The speed of above-mentioned 53.8kg extraction liquid about by per minute 1kg is sent into the centrifugal falling film type vacuum of 36-38 ℃ of heating continuously, and (0.09Mpa) reclaim the methyl acetate solvent in the vaporizer and collected crystal of lycopene 48.2g in about 50 minutes, its content of lycopene is 89.2%.
Embodiment 2
Contain the above crystalline method of Lyeopene 80-90% with the tomato-sauce preparation
The tomato-sauce that 100kg 36/38 specification is contained Lyeopene 56mg/100g is put into 500L paddle formula stainless steel agitator kettle and is added 400kg 95% ethanol and stir 20min and emit with the centrifugal 5min of 1600-3000r/min whizzer, centrifugal back tomato residue of soya solid is put into above-mentioned pot add 100kg 99% absolute ethyl alcohol and stirring 10min, centrifugal with the 1600-3000r/min whizzer, obtain the cellulosic fine particle powder raw material that the 14.6kg lilac red contains Lyeopene 357.5g/100g with 30-36 ℃ of combination drying 20min of taper rotary vacuum drier.
The raw material that 14.6kg is contained Lyeopene 357.5mg/100g is put into 100L stainless steel agitator kettle and is added 98% ethyl acetate 35.4kg and stir extraction 15min and emit, with centrifugal single extraction liquid and the filter residue of getting of 1600-3000r/min whizzer, with this filter residue put into again above-mentioned agitator kettle add 98% ethyl acetate 20kg stir extraction 5min emit extraction fluid, merge twice extraction liquid and be 52.8kg altogether, then with extraction liquid with the filter paper essence filter the limpid extraction liquid of 52.6kg scarlet ethyl acetate, containing Lyeopene is 94.2mg/100g.
Above-mentioned 52.6kg extraction liquid is put into 100L to be stirred stainless cylinder of steel vacuum tightness (0.098mpa) 48 ℃ of 1.2h of interlayer heating reclaims ethyl acetate solvents and get crystal of lycopene 60.2g, content of lycopene 83.3%.
Embodiment 3
Contain Lyeopene 96% above crystalline method with the tomato-sauce preparation
The tomato-sauce that 100kg 28/30 specification is contained Lyeopene 52mg/100g is put into 500L paddle formula stainless steel agitator kettle and is added 300kg 90% ethanol and stir 10min and emit with the centrifugal 5min of 3000r/min whizzer, centrifugal back tomato residue of soya solid is put into above-mentioned pot adding 100kg 99% absolute ethyl alcohol and stirring 10min emits, centrifugal with the 3000r/min whizzer, get the 12kg lilac red with 30 ℃ of taper rotary vacuum drier combination drying 20min temperature and contain Lyeopene 423mg/100g cellulosic fine particle powder raw material.
The raw material that 12kg is contained Lyeopene 423mg/100g put into 100L stainless steel agitator kettle add 30 ℃ of 95% methyl acetate and each 30kg heating of 99% ethyl acetate stir extraction 20min emit single extraction liquid 51kg, filter residue is put into 30 ℃ of above-mentioned agitator kettle heating again, adding 99% ethyl acetate 20kg stirring extraction emits with the centrifugal extraction fluid 20kg of getting of 3000r/min whizzer, merge twice extraction liquid and be 77kg altogether, essence filter limpid scarlet methyl acetate and ethyl acetate hybrid extraction liquid 76.8kg, content of lycopene is 63.0mg/100g.
The speed of above-mentioned 76.8kg extraction liquid about by per minute 1kg is sent into the centrifugal falling film type vacuum that is heated to 36 ℃ of temperature continuously (0.09mpa) to be reclaimed the about 1h of solvent and gets crystalline lycopene 48.4g in the vaporizer, with absolute ethanol washing 2 times, vacuum-0.098Mpa is dry, and the 30min crystallization is that its content of lycopene of finely powdered is 96.2%.
Claims (6)
1, the preparation method of Lyeopene is characterized in that, is raw material with water-soluble solid content wherein at the tomato-sauce of 28-38%, and the preparation method may further comprise the steps:
1) is higher than 70% alcohol solvent normal temperature with concentration and removes moisture content and non-Lyeopene impurity in the described tomato-sauce raw material, the consumption of alcohol solvent is 5-10 a times of tomato-sauce weight, and isolated insolubles is made the cellulosic powder-material of water content at 1-5% 30-36 ℃ of following vacuum-drying;
2) powder-material that obtains with methyl acetate or ethyl acetate or its mixed solvent normal temperature lixiviate step 1), and the solvent that reclaims in the extracting solution under 26-52 ℃ of temperature makes it to separate out crystallization.
2, the described preparation method of claim 1 wherein, divides extraction tomato-sauce raw material 2 times with alcohol solvent: use the alcohol solvent of 70-95% concentration earlier, isolate insolubles and use the above alcohol solvent of 95% concentration to handle once more.
3, the described preparation method of claim 1 wherein, divides 2 lixiviates with weight of powdery material 3-8 methyl acetate or ethyl acetate or its mixed solvent doubly, adds the solvent lixiviate once more in the filter residue after the 1st lixiviate, and the vat liquor that obtains merges.
4, claim 1 or 3 described preparation methods wherein, control the methyl acetate or ethyl acetate or its mixed solvent that reclaim under the 26-38 ℃ of temperature in the extracting solution.
5, the described preparation method of claim 1, it also comprises use absolute ethanol washing step 2) xln of separating out and the treating process of drying crystalline body.
6, the described preparation method of claim 5, wherein, the method for dry washing post crystallization body comprises: 30-36 ℃ of normal temperature forced air drying 20-40 minute, control vacuum-drying 15-30 minute or normal temperature seasoning 4-6 hour.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN01131359A CN1118521C (en) | 2001-09-28 | 2001-09-28 | Preparation method of lycopene |
| PCT/CN2002/000080 WO2003028481A1 (en) | 2001-09-28 | 2002-02-09 | Method of preparing lycopene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN01131359A CN1118521C (en) | 2001-09-28 | 2001-09-28 | Preparation method of lycopene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1341686A CN1341686A (en) | 2002-03-27 |
| CN1118521C true CN1118521C (en) | 2003-08-20 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN01131359A Expired - Fee Related CN1118521C (en) | 2001-09-28 | 2001-09-28 | Preparation method of lycopene |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN1118521C (en) |
| WO (1) | WO2003028481A1 (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105669350A (en) * | 2014-11-20 | 2016-06-15 | 五邑大学 | Method for synergistically extracting lycopene through high-speed shear technique |
| JP2016119898A (en) * | 2014-12-16 | 2016-07-07 | ライコード・リミテツド | Lycopene composition having improved colorant properties |
| CN104479401B (en) * | 2014-12-29 | 2016-05-11 | 鲁东大学 | A kind of preparation method of high concentration lycopene oleoresin |
| CN112120225B (en) * | 2020-09-29 | 2023-03-10 | 江南大学 | Resource utilization method for incompletely ripe tomatoes |
| CN113200810B (en) * | 2021-04-30 | 2022-10-14 | 晨光生物科技集团股份有限公司 | Lycopene crystal and lycopene crystallization process |
| CN114213867A (en) * | 2021-12-30 | 2022-03-22 | 新疆中基天然植物纯化高新技术研究院有限公司 | Production method of high-purity lycopene |
| CN114259051A (en) * | 2021-12-31 | 2022-04-01 | 新疆中基天然植物纯化高新技术研究院有限公司 | Method for rapidly preparing lycopene |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1198661A (en) * | 1996-06-20 | 1998-11-11 | 利库德天然产品工业有限公司 | Industrial processing of tomatoes and lycopene extraction |
| CN1296038A (en) * | 2000-10-20 | 2001-05-23 | 北京市农林科学院蔬菜研究中心 | Method for extracting solapurpurin |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL111477A (en) * | 1994-10-31 | 1999-07-14 | Makhteshim Chem Works Ltd | Stable lycophene concentrates and process for their preparation |
| DE19841930A1 (en) * | 1998-09-14 | 2000-03-16 | Basf Ag | Stable, powdery lycopene formulations containing lycopene with a degree of crystallinity greater than 20% |
| CN1114356C (en) * | 2000-12-01 | 2003-07-16 | 傅敏恭 | Comprehensive utilization process of extracting effective components from tomato |
| CN1121455C (en) * | 2000-12-18 | 2003-09-17 | 新疆生命红科技投资开发有限责任公司 | Process for preparing crystal lycopene and/or lycopene oil resin from tomato paste |
-
2001
- 2001-09-28 CN CN01131359A patent/CN1118521C/en not_active Expired - Fee Related
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2002
- 2002-02-09 WO PCT/CN2002/000080 patent/WO2003028481A1/en not_active Application Discontinuation
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1198661A (en) * | 1996-06-20 | 1998-11-11 | 利库德天然产品工业有限公司 | Industrial processing of tomatoes and lycopene extraction |
| CN1296038A (en) * | 2000-10-20 | 2001-05-23 | 北京市农林科学院蔬菜研究中心 | Method for extracting solapurpurin |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2003028481A1 (en) | 2003-04-10 |
| CN1341686A (en) | 2002-03-27 |
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