CN1289609C - Method for preparing crystal of lycopene and concentrate - Google Patents
Method for preparing crystal of lycopene and concentrate Download PDFInfo
- Publication number
- CN1289609C CN1289609C CN 200510071552 CN200510071552A CN1289609C CN 1289609 C CN1289609 C CN 1289609C CN 200510071552 CN200510071552 CN 200510071552 CN 200510071552 A CN200510071552 A CN 200510071552A CN 1289609 C CN1289609 C CN 1289609C
- Authority
- CN
- China
- Prior art keywords
- lycopene
- tomato
- crystal
- alcohol
- product
- 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.)
- Expired - Fee Related
Links
Abstract
The present invention relates to a method for preparing lycopene crystals and lycopene concentration. In the method, raw materials are preprocessed, the raw materials are saponified by an alkalescent solution and then processed by low molecular alcohol, and then crystallized at a low temperature after extracted by an organic solvent in order to obtain rufous lycopene crystals having purity which is larger than 70 %; the purity of lycopene crystal products produced by the method can as high as more than 90 %, and can be conveniently used for medicines, health-care products and cosmetics; produced lycopene concentration can be used for food additives. The lycopene crystals obtained by the method have the advantages of high purity, simplicity, easy operation, safety and reliability, and is suitable for industrial production.
Description
Technical field
The present invention relates to the manufacture field of food, promptly relate to a kind of method of using the tomato skin after solvent extraction is separated by tomato-sauce or tomato powder or skin seed to produce crystal of lycopene product and lycopene concentrate.
Background technology
Lyeopene (Lycopene) molecular formula is C
40H
56, molecular weight is 536.85, and its structure is the polyunsaturated fat hydrocarbon that contains 11 conjugated double bonds and two unconjugated double bonds, is a kind of important carotenoid, and crystallization is a garnet, in red color area very strong tinting strength is arranged.Lyeopene is one of carotenoid source main in the diet, also is the biosynthesizing intermediate of many carotenoid, accounts for more than 50% of carotenoid in the serum.The ability of its cancellation singlet oxygen is 100 times of vitamin-E, (the Mascio D more than 2 times of β-Hu Luobusu, ArchBiochem Biophys, 1989,274:532-538), content of lycopene and relevant (Giovannucci E. such as many chronic diseases such as prostate cancer, lung cancer, cancer of the stomach and mammary cancer in the human body are found in epidemiological study, J Natl Cancer Inst, 1999,91:317-331), and Lyeopene can preventing cardiovascular disease, regulates the human body function of immune system, delays senility.Its molecular formula is:
As a kind of functional natural pigment, Lyeopene can be widely used in food, healthcare products, makeup, medicine and other fields.Lyeopene extensively is present in the fruit and vegetables such as tomato, watermelon, piscidia and pink natsudaidai, and content is abundant in tomato especially.Lyeopene mainly obtains from tomato and goods thereof at present, and production method mainly contains solvent-extraction process and super critical extraction, and highly purified lycopene product mainly uses chromatography production.
Lyeopene is regarded as the category-A nutrient substance by Food and Argriculture OrganizationFAO and the World Health Organization (FAO, WHO), the foodstuff additive council of United Nations (JECFA), and by more than 50 countries and regions as foodstuff additive with nutrition and painted dual function.China is only second to the U.S. and gondola the third-largest tomato production state, and the tomato yield in Xinjiang accounts for 20% of the world, mainly is raw material production tomato-sauce with the fresh tomato, but the production time is short, and the tomato utilization ratio is not high, belongs to low value-added technology.According to U.S. CMR prediction, the lycopene product sales volume will be with annual 35% speed increment.The resources advantage in Xinjiang provides wide prospect for development tomato derived product, and especially carrying out large-scale industrial production has had reliably raw material sources easily.
Supercritical fluid extraction is a kind of extracting method of rising in recent years, is mainly used in the extraction of natural product at present.Wang Qiang etc. pressure be 25Mpa, temperature be 50 ℃, after extracting in 3 hours, obtain content of lycopene be 12.58% product (Agricultural Sciences inChina, 2003,2 (6), 670-676); Baysal etc. under 55 ℃, the pressure of 300bar, CO
2Flow be 4kg/h and with 5% ethanol do in following tomato residue of soya of cosolvent condition 53.93% Lyeopene extract (J.Agric.Food Chem., 2000,48:5507-5511); CN1334328A has described a kind of method that adopts supercritical extraction method to produce lycopene oleo-resinous, after promptly tomato being handled, directly uses CO
2Or the supercutical fluid of low molecular hydrocarbon class extracts the acquisition lycopene oleo-resinous.But the huge facility investment that supercritical liquid extraction technique is required, and higher working cost limited the application aspect the Lyeopene extraction, and use the lycopene product purity that supercritical fluid extraction obtained lower, productive rate is not high yet.
CN1298904A has described a kind of lycopene method from tomato-sauce production purity 10%, employing adds water stirring, centrifuge dehydration, alkali cleaning, washing, drying and crushing, heating extraction, flash distillation, crystallization etc. obtain lycopene crystal, and its weak point is that product purity is low and yield only is about 20%; CN1316468A has announced that a kind of employing high-speed countercurrent chromatography separates preparation high purity lycopene method from the Lyeopene crude product, the product purity that this method obtains can reach more than 95%, but used multiple organic solvent, include hypertoxic second cyanogen, chloroform etc., production efficiency is low simultaneously, the cost height, the separation scale is limited, is not suitable for suitability for industrialized production; IL107999 has described the method for producing lycopene oleo-resinous from tomato-sauce, but does not obtain highly purified lycopene crystal; WO03/079816A1 has announced a kind of content 5-20% that produces Lyeopene, sugar degree is lower than 1% lycopene oleo-resinous, and then purifying obtains the method that purity is higher than 50% lycopene crystal, at first tomato is washed, pulverizes, concentrate 40-70 ℃ of heating, extract with water saturated ethyl acetate then, the washing extraction liquid, last reduction vaporization obtains lycopene oleo-resinous, further with ethanol or ethyl acetate washing oil resin, filtration drying obtains more highly purified lycopene crystal, and technical process is long, complex operation; US5858700A has announced and has a kind ofly separated the purification lycopene method by saponification reaction from lycopene oleo-resinous, but saponification makes the tiny crystallization of the Lyeopene that dissociates out by a large amount of glyceryl ester parcels, is difficult to separate; CN1472183A has announced a kind of preparation method of high purity Lyeopene; be to be raw material with the lycopene oleo-resinous; under comparatively high temps and protection of inert gas, make it to be dissolved in and form saturated solution in the hydrocarbon organic solvent; behind the solution filtering and impurity removing at low temperature crystallization; finally obtain highly purified lycopene crystal; it is low that but the weak point of this method is a yield; and the dissolution rate of lycopene oleo-resinous is slower; contain other immiscible impurity liquid in the solution, be easy to pollute lycopene crystal.
Studies show that the pre-treatment of raw material has remarkable influence to the extraction of Lyeopene, and the purity of Lyeopene is also had very big influence.And a lot of highly purified Lyeopenes all are that lycopene oleo-resinous is purified at present, use recrystallization usually and need repeatedly washing, and technical process is long, and has increased loss.Pretreatment process that the present invention adopts is used weakly alkaline solution saponification raw material earlier at this problem, handle with low mass molecule alcohol then, thereby low temperature crystallization obtains purity greater than 70% crystal of lycopene and lycopene concentrate behind the organic solvent extraction, and method is simple.
Summary of the invention
The object of the invention is, but provide a kind of production purity greater than 70% the lycopene crystal and the method for lycopene concentrate, this method is to pretreatment process that raw material adopts, earlier with weakly alkaline solution saponification raw material, handle with low mass molecule alcohol then, thereby low temperature crystallization obtains purity greater than 70% crystal of lycopene and lycopene concentrate behind the organic solvent extraction.The crystal of lycopene product purity of utilizing this method to produce can be used for medicine, healthcare products, makeup easily up to more than 90%; The lycopene concentrate of producing can be used for foodstuff additive.The lycopene crystal purity height that this method obtains, technical process is simple, and is safe and reliable, suitability for industrialized production.
The preparation method of a kind of Lyeopene of the present invention and enriched material thereof, undertaken by the row step:
(1) raw material adds weak caustic solution and carries out saponification under condition of stirring, and solid-liquid ratio (W/V) is 1: 1-5, weak base concentration be 0.1mol/L to saturated weak caustic solution, saponification temperature is controlled at 20-80 ℃, the time is 10-60 minute;
(2) product with step (1) adds acid neutralization foaming under condition of stirring, separates according to a conventional method then, and neutralization back pH value is controlled between the 4-7;
(3) step (2) is separating obtained solid part adds the low mass molecule alcohol processing, and the ratio of raw material (V/W) is 1-3: 1, and temperature is controlled at 25-70 ℃, and the time is 5-30 minute, separates then, and the low mass molecule alcohol after separating is reclaimed according to a conventional method;
(4) step (3) is separating obtained solid part adding organic solvent extracts, and the ratio of organic solvent and raw material (V/W) is 1-7: 1, and extract temperature and be controlled at 30-70 ℃, single extraction time 20-80 minute, carry out suction filtration, extract the 1-3 level, united extraction liquid;
(5) extracting solution of step (4) is reduced to 0 ℃ to-20 ℃ crystallization, time was at 2-12 hour, filtering for crystallizing, the crystal absolute ethanol washing of separating out, maybe need not wash, seasoning or vacuum-drying can obtain purity at the crystal of lycopene product of 70%-95% or in order to improve crystallization speed, earlier extracting solution are concentrated, and get crystal of lycopene at low temperature crystallization then;
(6) with step (5) residual filtrate 35-45 ℃ of underpressure distillation, removing desolvates obtains lycopene concentrate and gets final product.
Employed weak base is the mixture of soluble carbon hydrochlorate or supercarbonate or carbonate and supercarbonate in the step (1); The soluble carbon hydrochlorate is yellow soda ash, salt of wormwood, and supercarbonate is sodium bicarbonate, saleratus.
Employed acid is hydrochloric acid or sulfuric acid or acetic acid in the step (2).
Employed alcohol is methyl alcohol or ethanol or propyl alcohol or Virahol in the step (3).
Employed organic solvent is sherwood oil or normal hexane or acetone or methyl acetate or ethyl acetate or butylacetate in the step (4).
Employed raw material is the tomato skin after finished product or half-finished tomato-sauce or tomato powder or the separation of skin seed.
The preparation method of a kind of crystal of lycopene of the present invention and enriched material thereof, use the mixing solutions of the more weak yellow soda ash of alkalescence or sodium bicarbonate or salt of wormwood or saleratus or carbonate and supercarbonate that raw material is carried out the saponification processing, both can make lipid acid, fatty acid ester change into its corresponding soap class and removed, avoid Lyeopene degraded under the highly basic condition, isomery loss again; The concentration of using does not wait from 0.1mol/L to the saturated solution, and solid-liquid ratio (W/V) is 1: 1-5, and the temperature of saponification reaction is controlled at 20-80 ℃, and the time is 10-60 minute.
After the saponification reaction, with in sulfuric acid or hydrochloric acid or the acetum and saponification liquor, neutralization back pH value is controlled between the 4-7, and the bubble of generation can increase chromatophorous permeability, thereby makes water miscible soap class, carbohydrate, gluing matter is easier removes; Too violent for fear of the bubble that produces, acid solution can add by the method for top spray; Because of the pH value is about 4.2 in tomato and tomato-sauce, in order to reduce the loss, the mixed solution after the neutralization is advisable with slightly acidic; Mixed solution after ordinary method is separated neutralization such as adopt to filter, centrifugal then.
Separate the solid part obtain and add low-molecular-weight alcohol and handle, can further remove compositions such as moisture in the material, resin, volatile oil, carbohydrate, baregin, improve the affinity of material and organic solvent, and can make material become loose; Employed low mass molecule alcohol is methyl alcohol or ethanol or propyl alcohol or Virahol, alcohol was 1-3 with the ratio (V/W) of raw material during alcohol was handled: 1, temperature is controlled at 25-70 ℃, time is 5-30 minute, but temperature is too high, overlong time all can cause the loss of Lyeopene, after processing finishes, and suction filtration or centrifugation.
The solid part that alcohol is handled after separating is under agitation used organic solvent extraction, and employed solvent comprises sherwood oil or normal hexane or acetone or methyl acetate or ethyl acetate or butylacetate; Consumption is 1-7 times (V/W) of raw material, and 30-70 ℃ of extraction, single extraction time 20-80min extracts the 1-3 level.
With extracting solution 0 ℃ to-20 ℃ crystallization, time was at 2-12 hour, filtering for crystallizing, the crystal absolute ethanol washing of separating out, maybe need not wash, seasoning or vacuum-drying can obtain purity at the crystal of lycopene product of 70%-95% or in order to improve crystallization speed, earlier extracting solution are concentrated, and get crystal of lycopene at low temperature crystallization then; Add dehydrated alcohol in the crystallisation process, can improve crystallization velocity equally; Filtrate obtains lycopene concentrate in underpressure distillation below 35-45 ℃ except that after desolvating.
The lycopene crystal purity height that method of the present invention obtains, technical process is simple, suitability for industrialized production.Employed organic solvent can reclaim with common method in the whole process; Raw material used in the present invention is the tomato skin after finished product or half-finished tomato-sauce or tomato powder or the separation of skin seed, and entire treatment process those skilled in the art get final product easy operation.
Embodiment
The present invention will be further described below by embodiment.
Embodiment 1
The sodium carbonate solution that tomato-sauce and the 200ml concentration of 100g is 0.5mol/L mixes, under whipped state in 35 ℃ of constant temperature 40 minutes;
Slowly adding the dilution heat of sulfuric acid foaming that neutralizes then, is 4.0 until the pH of solution value, and with the mixed solution centrifugation, the rotating speed of whizzer is 5500 rev/mins;
With the ethanol of the adding of the solid part after centrifugal 100ml 95%, in 40 ℃ of stirrings 10 minutes, centrifugation, the rotating speed of whizzer is 6000 rev/mins, the ethanolic soln after the centrifugation reclaims ethanol through underpressure distillation;
The tomato residue of soya adding 200ml acetone that alcohol processing back centrifugation is obtained extracts, extracted 1 hour at 50 ℃, stir speed (S.S.) is 120 rev/mins, then with gained mixed solution suction filtration, use 30ml acetone rinsing tomato residue of soya again, obtain the 210ml extracting solution, remaining tomato residue of soya carries out the second time with 100ml acetone again and extracts 20 minutes time, suction filtration, and, obtain the 125ml extracting solution with 25ml acetone rinsing tomato residue of soya, merge twice extracting solution;
Extracting solution-8 ℃ of crystallizations 12 hours, is filtered, and to use absolute ethanol washing lycopene crystal, seasoning to obtain 34.7mg purity be 94.2% crystal of lycopene product.
Remaining filtrate obtains 0.1125g lycopene oleo-resinous through underpressure distillation except that after desolvating at 40 ℃ after the crystallization, and the content of Lyeopene is 2.8%.
Embodiment 2
The sodium carbonate solution that tomato-sauce and the 200ml concentration of 100g is 0.1mol/L mixes, under whipped state in 30 ℃ of constant temperature 30 minutes;
Slowly add the dilution heat of sulfuric acid foaming that neutralizes then, be about 4.5 until the pH of solution value, with the mixed solution centrifugation, the rotating speed of whizzer is 5500 rev/mins;
Tomato residue of soya after centrifugal is added 300ml methyl alcohol, in 25 ℃ of stirrings 30 minutes, then mixed solution is carried out suction filtration, the methanol solution after the separation reclaims methyl alcohol through underpressure distillation;
Tomato residue of soya after the alcohol processing separation is put into the 200ml methyl acetate to be extracted, extracted 60 minutes at 55 ℃, stirring velocity is 200 rev/mins in the leaching process, suction filtration obtains the 185ml extracting solution, filter residue after extracting is continued to add the 100ml methyl acetate carry out the extraction second time, extraction time is 30 minutes, extracts the back suction filtration, merges twice filtrate;
Filtrate is placed-10 ℃ of following crystallizations 8 hours, filter and obtain lycopene crystal, with lycopene crystal 1ml absolute ethanol washing, in 15 ℃ of vacuum-dryings, obtain the 17.9mg lycopene crystal then, purity is 93.5%;
Remaining filtrate decompression is concentrated into 10ml and reclaims solvent after the crystallization, adds the 10ml dehydrated alcohol, is put in-1 ℃ and leaves standstill 30 minutes, filters, and 15 ℃ of vacuum-dryings, obtains the meal that 44.2mg contains lycopene crystal then, and content of lycopene is 16.8%.
Embodiment 3
100g is mixed through the saturated solution of potassium carbonate of the isolating tomato skin of skin seed and 100ml, under whipped state in 20 ℃ of constant temperature 60 minutes;
Slowly adding the foaming that neutralizes of 200ml sulphuric acid soln then, is 5.0 until the pH of solution value, suction filtration;
With adding the 200ml Virahol in the tomato peel that obtains, stirred 15 minutes at 40 ℃ of constant temperature, suction filtration, the aqueous isopropanol after the separation reclaims Virahol through underpressure distillation;
Tomato peel after the alcohol processing is extracted with the 700ml normal hexane, extracted 60 minutes at 55 ℃, suction filtration gets the Lyeopene extracting solution then;
Lyeopene extracting solution rotary evaporation on Rotary Evaporators is added the 5ml dehydrated alcohol and is placed on 0 ℃ of following crystallization 3 hours to 10ml, filter, in 15 ℃ of dryings, obtain crystal of lycopene product 26.9mg, content of lycopene is 74.1%.
Embodiment 4
The sodium carbonate solution that tomato powder and the 300ml concentration of 100g is 0.6mol/L mixes, under whipped state in 50 ℃ of constant temperature 40 minutes;
Slowly add the dilution heat of sulfuric acid foaming that neutralizes then, be about 4.0 until the pH of solution value, with the mixed solution centrifugation, the rotating speed of whizzer is 5500 rev/mins;
With the ethanol of the adding of the solid part after centrifugal 100ml 95%, in 40 ℃ of stirrings 10 minutes, centrifugation, the rotating speed of whizzer is 6000 rev/mins, the ethanolic soln after the separation reclaims ethanol through underpressure distillation;
Solid part after the alcohol processing is added the 240ml ethyl acetate to be extracted, extracted 30 minutes at 70 ℃, stir speed (S.S.) is 120 rev/mins, then with gained mixed solution suction filtration, and with 30ml ethyl acetate rinse recrement, obtain the 260ml acetic acid ethyl acetate extract, recrement carries out the second time with the 100ml ethyl acetate in 70 ℃ again and extracts, and the time is 10 minutes, and suction filtration is also used 20ml ethyl acetate rinse recrement, obtain the 115ml acetic acid ethyl acetate extract, recrement partly re-uses the 100ml ethyl acetate and extracts for the third time at 70 ℃, and the time is 10 minutes, and suction filtration is also used 10ml ethyl acetate rinse recrement, obtain the 110ml acetic acid ethyl acetate extract, merge No. three times extracting solution;
Extracting solution-10 ℃ of crystallizations 5 hours, is filtered, and to use absolute ethanol washing lycopene crystal, seasoning to obtain 135.1mg purity be 95% crystal of lycopene product.
Remaining filtrate obtains 0.6040g lycopene oleo-resinous through underpressure distillation except that after desolvating at 45 ℃ after the crystallization, and the content of Lyeopene is 4.1%.
Embodiment 5
The tomato-sauce of 100g and 400ml saturated sodium bicarbonate solution are mixed, under whipped state in 70 ℃ of constant temperature 20 minutes;
Slowly add the acetum foaming that neutralizes then, be about 6.0 until the pH of solution value, with the mixed solution centrifugation, the rotating speed of whizzer is 5500 rev/mins;
With the ethanol of the adding of the tomato residue of soya after centrifugal 100ml 95%, in 70 ℃ of stirrings 5 minutes, then mixed solution is carried out suction filtration, the ethanolic soln after the separation reclaims ethanol through underpressure distillation;
Tomato residue of soya after the alcohol processing is extracted with the 250ml butylacetate, extracted 60 minutes at 30 ℃, stirring velocity is 200 rev/mins in the leaching process, suction filtration obtains the 240ml extracting solution, filter residue after extracting is carried out the second time with the 200ml butylacetate to be extracted, time is 20 minutes, and suction filtration obtains the 195ml extracting solution, merges filtrate twice;
Extracting solution is concentrated into 50ml on Rotary Evaporators ,-5 ℃ of crystallizations 3 hours, filters, drying obtains 35.7mg crystal of lycopene product under the room temperature, and content of lycopene is 72.9%.
Embodiment 6
Tomato-sauce and the 500ml yellow soda ash of 100g are mixed with the mixing solutions (yellow soda ash is 0.3mol/L with the concentration of sodium bicarbonate) of sodium bicarbonate, under whipped state in 80 ℃ of constant temperature 10 minutes;
Slowly adding the dilute hydrochloric acid solution foaming that neutralizes then, is 7.0 until the pH of solution value, and with the mixed solution centrifugation, the rotating speed of whizzer is 5000 rev/mins;
Solid part after centrifugal is added the 200ml propyl alcohol, in 50 ℃ of stirrings 10 minutes, centrifugation, the rotating speed of whizzer is 6000 rev/mins, the propanol solution after the separation reclaims propyl alcohol through underpressure distillation;
Tomato residue of soya after the alcohol processing is added the 350ml sherwood oil to be extracted, extracted 70 minutes at 60 ℃, stirring velocity is 200 rev/mins, carry out suction filtration then and obtain the 335ml extracting solution, filter residue carries out the second time with the 150ml normal hexane again and extracts, time is 30 minutes, and suction filtration obtains the 145ml extracting solution, merges extracted twice liquid;
At 38 ℃ extracting solution is evaporated to 150ml then ,-20 ℃ of crystallizations 4 hours, filters, it is 95% crystal of lycopene product that seasoning obtains 17.4mg purity.
Remaining filtrate obtains 0.1620g lycopene oleo-resinous through underpressure distillation except that after desolvating at 35 ℃ after the crystallization, and the content of Lyeopene is 3.8%.
Claims (4)
1, the preparation method of a kind of Lyeopene and enriched material thereof is characterized in that being undertaken by the row step:
(1) raw material is that tomato skin after finished product or half-finished tomato-sauce or tomato powder or skin seed separate adds weak caustic solution and carries out saponification under condition of stirring, solid-liquid ratio W/V is 1: 1-5, weak base concentration is that 0.1mol/L is to saturated weak caustic solution, saponification temperature is controlled at 20-80 ℃, and the time is 10-60 minute;
(2) product with step (1) adds acid neutralization foaming under condition of stirring, separates according to a conventional method then, and neutralization back pH value is controlled between the 4-7;
(3) step (2) is separating obtained solid part adds the low mass molecule alcohol processing, the ratio V/W of low mass molecule alcohol and raw material is 1-3: 1, and temperature is controlled at 25-70 ℃, and the time is 5-30 minute, separate then, the low mass molecule alcohol after separating is reclaimed according to a conventional method;
(4) solid part that step (3) is separating obtained adds organic solvent sherwood oil or normal hexane or acetone or methyl acetate or ethyl acetate or butylacetate and extracts, the ratio V/W of organic solvent and raw material is 1-7: 1, extract temperature and be controlled at 30-70 ℃, single extraction time 20-80 minute, carry out suction filtration, extract the 1-3 level, united extraction liquid;
(5) extracting solution of step (4) is reduced to 0 ℃ to-20 ℃ crystallization, time was at 2-12 hour, filtering for crystallizing, the crystal absolute ethanol washing of separating out, maybe need not wash, seasoning or vacuum-drying can obtain purity at the crystal of lycopene product of 70%-95% or in order to improve crystallization speed, earlier extracting solution are concentrated, and get crystal of lycopene at low temperature crystallization then;
(6) with step (5) residual filtrate 35-45 ℃ of underpressure distillation, removing desolvates obtains lycopene concentrate and gets final product.
2, method according to claim 1 is characterized in that employed weak base is the mixture of soluble carbon hydrochlorate or supercarbonate or carbonate and supercarbonate in the step (1); The soluble carbon hydrochlorate is yellow soda ash, salt of wormwood, and supercarbonate is sodium bicarbonate, saleratus.
3, method according to claim 1 is characterized in that employed acid is hydrochloric acid or sulfuric acid or acetic acid in the step (2).
4, method according to claim 1, its feature with step (3) in employed alcohol be methyl alcohol or ethanol or propyl alcohol or Virahol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510071552 CN1289609C (en) | 2005-05-25 | 2005-05-25 | Method for preparing crystal of lycopene and concentrate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510071552 CN1289609C (en) | 2005-05-25 | 2005-05-25 | Method for preparing crystal of lycopene and concentrate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1687239A CN1687239A (en) | 2005-10-26 |
| CN1289609C true CN1289609C (en) | 2006-12-13 |
Family
ID=35305281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200510071552 Expired - Fee Related CN1289609C (en) | 2005-05-25 | 2005-05-25 | Method for preparing crystal of lycopene and concentrate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1289609C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101381274B (en) * | 2008-10-16 | 2012-05-30 | 中国农业大学 | Method for removing dissolvent residual from lycopene oleoresin |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6047576B2 (en) * | 2011-09-19 | 2016-12-21 | オムニアクティブ ヘルス テクノロジーズ リミテッド | An efficient method for the preparation of edible lycopene-containing oleoresin and lycopene crystals |
| CN106889421A (en) * | 2017-04-23 | 2017-06-27 | 新疆新植提生物科技有限公司 | The preparation method and its production line of a kind of natural lycopene pulvis |
| WO2019080017A1 (en) | 2017-10-25 | 2019-05-02 | 晨光生物科技集团股份有限公司 | Method for preparing lycopene crystals with high purity and low harm |
| US11549128B2 (en) | 2017-10-25 | 2023-01-10 | Chenguang Biotech Group Co., Ltd. | Pretreatment method for producing lycopene raw material |
-
2005
- 2005-05-25 CN CN 200510071552 patent/CN1289609C/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101381274B (en) * | 2008-10-16 | 2012-05-30 | 中国农业大学 | Method for removing dissolvent residual from lycopene oleoresin |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1687239A (en) | 2005-10-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101690573B (en) | Production method of fructus monordicae extract with over 60% of mogroside V content | |
| US5705618A (en) | Process for extracting lignans from flaxseed | |
| CN1289609C (en) | Method for preparing crystal of lycopene and concentrate | |
| WO2020228786A1 (en) | Industrialized method for rapidly and efficiently extracting xanthophyll and quercetagetin | |
| CN1733785A (en) | Method for extracting chimonin | |
| CN1803801A (en) | Method for preparing ellagic acid by pomegranate rind | |
| CN110845328A (en) | Method for preparing high-purity carnosic acid from rosemary oil paste by-product | |
| CN102838686B (en) | Method for preparing high-purity agaricus blazei murrill polysaccharide | |
| CN101891781A (en) | Method for preparing high-purity gardenoside | |
| CN102320953B (en) | Method for preparing natural alpha-linolenic acid from crude oil of idesia polycarpa var.vestita diels | |
| CN111138443B (en) | Preparation method for total synthesis of 4' -demethylepipodophyllotoxin | |
| US8383808B2 (en) | Method to prepare D-glucosamine hydrochloride | |
| CN104292366A (en) | Method for simultaneously extracting arabinogalactan and dihydroquercetin from dahurian larch | |
| CN103833714A (en) | Semi-synthesis method of luteolin and galuteolin as well as luteolin rutinoside | |
| CN1312126C (en) | Prepn of lutein fally ester and lutein | |
| CN103524314A (en) | Preparation method for L-gossypol through high-speed countercurrent chromatography | |
| CN102925508A (en) | Method for preparing iridoid aglycone | |
| CN103360411A (en) | Everolimus crystallization purification method | |
| CN103275151B (en) | A kind of process for purification of Matachrom | |
| CN102887821A (en) | Method for extracting DHA (docosahexaenoic acid) through extraction and separation of marine microalgae fermentation liquid | |
| CN104311616A (en) | Method for extracting high-purity esculine and fraxin from Cortex Fraxini | |
| CN103819572A (en) | Extraction technology for production of polysaccharide from mulberry leaf | |
| CN1775791A (en) | New method for preparing 2-deoxy-D-glucose | |
| CN102558142A (en) | Preparation method of alpha-lipoic acid bulk pharmaceutical | |
| CN112830881B (en) | Method for separating synephrine from hesperidin waste liquid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20061213 Termination date: 20150525 |
|
| EXPY | Termination of patent right or utility model |