CN106631666A - Method for extracting and refining lycopene in black tomato - Google Patents
Method for extracting and refining lycopene in black tomato Download PDFInfo
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- CN106631666A CN106631666A CN201611067317.2A CN201611067317A CN106631666A CN 106631666 A CN106631666 A CN 106631666A CN 201611067317 A CN201611067317 A CN 201611067317A CN 106631666 A CN106631666 A CN 106631666A
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- black tomato
- lycopene
- eluent
- volume ratio
- ethyl acetate
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/10—Purification; Separation; Use of additives by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/141—Feedstock
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Abstract
The invention discloses a method for extracting and refining lycopene in a black tomato. The method comprises the following steps: (1) selecting a black tomato freeze-dried powder as a raw material; (2) granulating the black tomato freeze-dried powder through ethyl alcohol with the concentration of 95 percent; (3) putting black tomato particles into an extracting kettle, then feeding carbon dioxide into the extracting kettle under a super-critical state to obtain black tomato lycopene oily body; (4) extracting the black tomato lycopene oily body through the ethyl alcohol with the concentration of 95 percent, carrying out vacuum concentration on an oil phase, adding ethyl acetate, carrying out low temperature crystallization, and carrying out filtering to obtain a coarse product; (5) feeding the coarse product on a silicagel column, eluting through ethyl acetate and petroleum ether according to the ratio of 95 to 5 to obtain eluent I, and then eluting through ethyl acetate and petroleum ether according to the ratio of 40 to 60 to obtain eluent II; (6) carrying out vacuum concentration on the eluent II, adding ethyl acetate for low temperature crystallization, and carrying out filtering to obtain the lycopene. The extracting and refining method is easy to operate; the black tomato lycopene is high in purity; the method is easy to industrialize; the biological activity is retained to the maximum extent.
Description
Technical field
The present invention relates to the extractive technique of lycopene, specifically, is related to a kind of Hydrolysis kinetics of lycopene in black tomato
Method.
Background technology
Black tomato（Black tomato）Original South America, is the treasure of tomato family, because its fruit color and fruit be it is red
Black and gain the name, its fruit dietotherapeutic, research has shown that there is black tomato enriching yin to protect kidney, weight-reducing and pre- anti-cancer and heart
Effect of disease.Not only containing abundant anthocyanidin in black tomato, also containing substantial amounts of lycopene and antioxidant, in black tomato
Lycopene content is up to 28.0 μ g/g, is as many as 2 times of Lycopene in Tomatoes, and black tomato can be used as functional component tomato red
The potentiality raw material sources of element.
Lycopene can not synthesize in human body, can only be supplemented by food, therefore, the preparation method of lycopene,
The research of medicinal and health value and deep exploitation is received significant attention, and current lycopene is mainly from tomato, tomato skin, autumn olive
Extract in the natural products such as olive, watermelon, extracting method mainly has solvent extraction method, Microwave Extraction ripple, supercritical CO2Extraction
Deng.It is most widely used with organic solvent extraction, although this method process is simple, product quality is not ideal, there is pigment
The shortcomings of poor dissolution, color and luster are changed greatly, and extraction process use substantial amounts of organic solvent, be easily caused dissolvent residual in product,
Production cost is higher.Microwave abstracting completes at short notice the extraction of several samples component, and solvent load is few, but microwave abstracting kind
During Lycopene, still with organic solvent, also remaining organic solvent in product.Supercritical CO2Fluid can effectively by liposoluble substance
Extract from mixture, it is strong with dissolving power, mass transfer rate is fast, clean environment firendly the advantages of, using supercritical CO2Extraction
Lycopene free from extraneous odour, no solvent residue, and it is also especially suitable to the extraction of this kind of heat sensitive material of lycopene.Many texts
Offer and patent report supercritical CO2Extraction lycopene, such as Wang Xiaocen reports《Supercritical CO2Extraction lycopene production process condition
Research》, with tomato meal as raw material, extracting pressure 38MPa, 61 DEG C of extraction temperature, entrainer addition 64mL soybean salad oils, extraction
Time 120min is taken, the extraction yield of lycopene is 1.18mg/100g.Wang Shikuan etc. is reported《The overcritical titanium dioxide of lycopene
Carbon extraction research》Adopt optimum process condition for：Extracting pressure 25MPa, extraction time 3h, 50 DEG C of extraction temperature, CO2Flow
40L/h.Yang Wanzheng etc. is reported《The research of supercritical carbon dioxide extracting lycopene》, extracting pressure 35MPa, extraction temperature 55
DEG C, 35 DEG C of resolution temperature, in the case of extracting 2h as entrainer with the n-hexane of inventory 20%, the recovery rate of lycopene can
Up to 93.98%.Wang Xianqing etc. is reported《Supercritical CO2Extract the technical study of lycopene》, in 30MPa, 60 DEG C, under the conditions of 2h,
Entrainer is made with absolute ethyl alcohol, the extract of the lycopene that 47.986g purity is 0.803% can be obtained in 100g tomato meals,
The amount of lycopene can reach 38.551mg or so.CN 1364832A are disclosed《One kind extract and separate tomato red from tomato
The method of element》, slurry is broken into using by tomato, then tomato data is dried in combination with vacuum drying through nitrogen protection
Method process, is finally ground into tomato meal, and tomato meal is carried out into supercritical CO2Extraction, extraction temperature：40～80 DEG C, pressure 15
～50MPa, CO2 flow is 5～30kg/h, and 3～8h of extraction time, the temperature of primary separator is 35～80 DEG C, pressure is 5～
15MPa, the temperature of second-stage separator is 5～50 DEG C, and pressure is 3～8MPa.Entrainer is the mixed solvent of ethanol and acetone, this
, using ethanol and acetone solvent, acetone is volatile and security is not good, and extraction time is long, 3～8h for patent.Publication number CN
1799674A is disclosed《The supercritical carbon dioxide method for extracting of lycopene in dry powder of tomato peel》, extracting pressure be 28～
50MPa, 45～70 DEG C of extraction temperature, extraction time is 1.5～5 hours, carbon dioxide usage amount：20～60 times, extraction aid is second
Alcohol, the patent tomato is size-reduced, and spray drying, lycopene is thermo-labile, is not suitable for spray drying.
The document reported and patent report the extraction using supercritical technology to the lycopene in tomato or watermelon,
The supercritical CO of the lycopene in not having document or patent report black tomato2Extraction.And report supercritical CO2Extraction tomato
Red pigment technique, some employings are volatile, the not high organic solution of security, and some operating pressures are high, and some extraction times are long, have
Raw material pre-treatment it is loaded down with trivial details.Therefore above-mentioned supercritical CO2Abstraction technique is not suitable for the extraction of lycopene in black tomato, this patent
Invent a kind of pretreatment of black tomato fruit, supercritical CO2Extraction, silica gel column chromatography, the method for obtaining lycopene crystal is black
Hydrolysis kinetics lycopene provides a kind of operable, industrialized Hydrolysis kinetics method in tomato.
The content of the invention
It is high, easy industrialization from black tomato that the technical problem to be solved is to provide a kind of simple to operate, purity
The method of middle Hydrolysis kinetics lycopene.
To solve above-mentioned technical problem, the present invention is adopted the following technical scheme that：
The Hydrolysis kinetics method of lycopene, comprises the following steps in a kind of black tomato：
1）Raw material is selected：Select black tomato freeze-dried powder；
2）Granulation：Black tomato freeze-dried powder is pelletized using 95% ethanol, 40～50 DEG C of dryings 2～4 hours obtain final product black tomato
Particle；
3）Extraction：Black tomato particle is put into supercritical carbon dioxide extracting kettle, extracting pressure is 20～35MPa, extraction temperature
Spend under the supercriticality for 35～50 DEG C and carbon dioxide, carbon dioxide flow are flowed into in extraction kettle：10～20l/h, passes through
Extract within 1.5～4 hours, decompression obtains extract；
4）The 95% ethanol dilution of 5 times of volumes is added in extract, is placed in separatory funnel and is separated, separate lower floor's oil reservoir, oil reservoir
Carry out concentrated in vacuo, with the ethyl acetate dissolving concentrate of 10 times of volumes 0～-25 DEG C be placed in, 6～12 hours crystallizations are filtered,
Obtain black tomato red pigment crude product；
5）Black tomato red pigment crude product is taken, with silicagel column on the petroleum ether dissolution of 3 times of volumes, volume ratio ethyl acetate is first used：Stone
Oily ether=95 ﹕ 5 is eluted, and obtains eluent I, then uses volume ratio ethyl acetate：Petroleum ether=40 ﹕ 60 is eluted, and obtains eluent II；
Or eluted with volume ratio Jia Chun ﹕ dichloromethane=90 ﹕ 10, eluent I is obtained, then with volume ratio Jia Chun ﹕ dichloromethane
=20 ﹕ 80 are eluted, and obtain eluent II；
Or eluted Wu Shui Yi Chun ﹕ acetone=85 ﹕ 15 with volume ratio, obtain eluent I, then with volume ratio Wu Shui Yi Chun ﹕ acetone=
10 ﹕ 90 are eluted, and obtain eluent II；
6）Eluent II is collected, 30～50 DEG C are concentrated in vacuo, plus the ethyl acetate of 5 times of volumes stands 0～-25 DEG C, 6～12 is little
When crystallization, filter, 40～50 DEG C vacuum drying, obtain black tomato red pigment crystal.
As preferred, in above-mentioned black tomato in the Hydrolysis kinetics method of lycopene, step 3）Described in decompression be
Two-stage decompression, one-level is divided to separate and be decompressed to 6～15Mpa, the second-order separation is decompressed to 3～8Mpa.
As preferred, in above-mentioned black tomato in the Hydrolysis kinetics method of lycopene, step 5）Middle eluent I, wash
The consumption of de- liquid II is 1～4 times of column volume.
Compared with prior art, the present invention has the advantages that：
Compared with prior art, the invention has the advantages that：
1. supercritical CO is carried out after black tomato powder is pelletized due to the present invention2Extraction, on the one hand can improve in black tomato kind
Lycopene extraction yield, provides purity high raw material for lycopene next step process for refining, on the other hand can be effectively retained easily
The lycopene of oxidation.The lycopene being prepared using the inventive method, lycopene content can at least reach 70%.
2. the present invention need not carry out saponification method to lycopene and refine, because the lye solution that adds during saponification is high, alkali lye
Amount is big, and so as to reduce agent treatment expense, technique is more environmentally friendly.
3. method provided by the present invention, product quality is stable, and target component content is high, is a kind of safe and reliable extraction
Process for refining.
4. easy to operate because Hydrolysis kinetics process of the present invention is simple, lycopene purity is high, and integrated cost is low,
It is suitable for industrialized production.
Specific embodiment：
Black tomato freeze-dried powder selected in following examples is commercially available, and after testing, its lycopene content is only 0.08%.
Column chromatography silica gel 100～200 mesh of the silica gel from Haiyang Chemical Plant, Qingdao's production.
Embodiment 1：The Hydrolysis kinetics method of lycopene in black tomato：
（1）100g black tomato freeze-dried powders are taken, is pelletized using the mesh of 95% ethanol 10,45 DEG C of dryings 2 hours；
（2）Dried black tomato particle is put into supercritical fluid extraction kettle, 50 DEG C of extraction temperature, extracting pressure 35MPa, two
Oxidation carbon flow：20L/h, extraction time：2h, separating still pressure：8MPa, collects extract 5.4g；
（3）In extract add 5 times amount 95% ethanol dilution, be poured into separatory funnel stand, upper strata be ethanol phase, lower floor
For grease phase（Containing lycopene）, after being layered, careful transfer lower floor grease, 45 DEG C of oil layer is concentrated in vacuo to obtain medicinal extract
3.4g；
（4）Add 10 times of amounts plus ethyl acetate to be dissolved in medicinal extract, be placed in -20 DEG C, 6 hours, filter, obtain black tomato thick
Product 2.5g；
（5）Black tomato red pigment crude product is added in 5 times of petroleum ethers, 2.5 × 40cm silica gel is all loaded to, silicagel column is with 20g Qingdao
100～200 mesh column chromatography silica gel fillers of marine chemical industry factory production, Yi Suan Yi Zhi ﹕ petroleum ether=95：5（Volume ratio）For filling
Agent, with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=95 ﹕ 5（Volume ratio）Eluant solution, obtains eluent I, then with 400ml acetic acid second
Zhi ﹕ petroleum ether=40 ﹕ 60（Volume ratio）Wash-out, obtains eluent II.
During above elution, flow velocity is controlled in 10ml/min or so
（6）Eluent II is after 45 DEG C of vacuum-concentrcteds, plus the ethyl acetate of 10 times of amounts, is placed in -20 DEG C, 6 hours, filters,
45 DEG C of vacuum drying, obtain black tomato red pigment crystal 82mg, and content is 78.2%.
Embodiment 2：The Hydrolysis kinetics method of lycopene in black tomato：
100g black tomato freeze-dried powders are taken, is pelletized using the mesh of 95% ethanol 20,40 DEG C of dryings 3 hours, by dried black tomato particle
It is put into supercritical fluid extraction kettle, 40 DEG C of extraction temperature, extracting pressure 25MPa, carbon dioxide flow：15L/h, extraction time：
4h, separating still pressure：The step of 8MPa, the other the same as in Example 1.Black tomato red pigment crystal 83mg is obtained, content is 75.3%.
Embodiment 3：The Hydrolysis kinetics method of lycopene in black tomato：
By the step of embodiment 15）In with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=95 ﹕ 5（Volume ratio）Eluant solution, must elute
Liquid I, then with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=40 ﹕ 60（Volume ratio）Wash-out, obtains eluent II, is changed to 300ml acetic acid second
Zhi ﹕ petroleum ether=95 ﹕ 5（Volume ratio）Eluant solution, obtains eluent I, then with 600ml Yi Suan Yi Zhi ﹕ petroleum ether=40 ﹕ 60
（Volume ratio）Wash-out, obtains eluent II.Remaining obtains black tomato red pigment crystal 88mg with embodiment 1, and content is 73.4%.
Embodiment 4：The Hydrolysis kinetics method of lycopene in black tomato：
By the step of embodiment 15）In with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=95 ﹕ 5（Volume ratio）Eluant solution, must elute
Liquid I, then with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=40 ﹕ 60（Volume ratio）Wash-out, obtains eluent II, is changed to 400ml Jia Chun ﹕ bis-
Chloromethanes=90 ﹕ 10（Volume ratio）, eluent II, (the volume ratios of 400ml Jia Chun ﹕ dichloromethane=20 ﹕ 80）, remaining same embodiment
1, black tomato red pigment crystal 73mg is obtained, content is 65.9%.
Embodiment 5：The Hydrolysis kinetics method of lycopene in black tomato：
By the step of embodiment 15）In with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=95 ﹕ 5（Volume ratio）Eluant solution, must elute
Liquid I, then with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=40 ﹕ 60（Volume ratio）Wash-out, obtains eluent II, is changed to 300ml Jia Chun ﹕ bis-
Chloromethanes=90 ﹕ 10（Volume ratio）, eluent II, (the volume ratios of 600ml Jia Chun ﹕ dichloromethane=20 ﹕ 80）, remaining same embodiment
1, black tomato red pigment crystal 89mg is obtained, content is 78.3%.
Embodiment 6：The Hydrolysis kinetics method of lycopene in black tomato：
By the step of embodiment 15）In with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=95 ﹕ 5（Volume ratio）Eluant solution, must elute
Liquid I, then with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=40 ﹕ 60（Volume ratio）Wash-out, obtains eluent II, is changed to the anhydrous second of 400ml
Chun ﹕ acetone=85 ﹕ 15（Volume ratio）, eluent II, 400ml is Wu Shui Yi Chun ﹕ acetone=10 ﹕ 90（Volume ratio）(volume ratio）, its
Remaining same embodiment 1, obtains black tomato red pigment crystal 87mg, and content is 70.8%.
Embodiment 7：The Hydrolysis kinetics method of lycopene in black tomato：
By the step of embodiment 15）In with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=95 ﹕ 5（Volume ratio）Eluant solution, must elute
Liquid I, then with 400ml Yi Suan Yi Zhi ﹕ petroleum ether=40 ﹕ 60（Volume ratio）Wash-out, obtains eluent II, is changed to the anhydrous second of 300ml
Chun ﹕ acetone=85 ﹕ 15（Volume ratio）, eluent II, 600ml is Wu Shui Yi Chun ﹕ acetone=10 ﹕ 90（Volume ratio）(volume ratio）, its
Remaining same embodiment 1, obtains black tomato red pigment crystal 88mg, and content is 79.6%.
Claims (3)
1. in a kind of black tomato lycopene Hydrolysis kinetics method, it is characterised in that comprise the following steps：
1）Raw material is selected：Select black tomato freeze-dried powder；
2）Granulation：Black tomato freeze-dried powder is pelletized using 95% ethanol, 40～50 DEG C of dryings 2～4 hours obtain final product black tomato
Particle；
3）Extraction：Black tomato particle is put into supercritical carbon dioxide extracting kettle, extracting pressure is 20～35MPa, extraction temperature
Spend under the supercriticality for 35～50 DEG C and carbon dioxide, carbon dioxide flow are flowed into in extraction kettle：10～20l/h, passes through
Extract within 1.5～4 hours, decompression obtains extract；
4）The 95% ethanol dilution of 5 times of volumes is added in extract, is placed in separatory funnel and is separated, separate lower floor's oil reservoir, oil reservoir
Carry out concentrated in vacuo, with the ethyl acetate dissolving concentrate of 10 times of volumes 0～-25 DEG C be placed in, 6～12 hours crystallizations are filtered,
Obtain black tomato red pigment crude product；
5）Black tomato red pigment crude product is taken, with silicagel column on the petroleum ether dissolution of 3 times of volumes, volume ratio ethyl acetate is first used：Stone
Oily ether=95 ﹕ 5 is eluted, and obtains eluent I, then uses volume ratio ethyl acetate：Petroleum ether=40 ﹕ 60 is eluted, and obtains eluent II；
Or eluted with volume ratio Jia Chun ﹕ dichloromethane=90 ﹕ 10, eluent I is obtained, then with volume ratio Jia Chun ﹕ dichloromethane
=20 ﹕ 80 are eluted, and obtain eluent II；
Or eluted Wu Shui Yi Chun ﹕ acetone=85 ﹕ 15 with volume ratio, obtain eluent I, then with volume ratio Wu Shui Yi Chun ﹕ acetone=
10 ﹕ 90 are eluted, and obtain eluent II；
6）Eluent II is collected, 30～50 DEG C are concentrated in vacuo, plus the ethyl acetate of 5 times of volumes stands 0～-25 DEG C, 6～12 is little
When crystallization, filter, 40～50 DEG C vacuum drying, obtain black tomato red pigment crystal.
2. in black tomato as claimed in claim 1 lycopene Hydrolysis kinetics method, it is characterised in that：Step 3）Described in
Decompression is a point two-stage decompression, and one-level is separated and is decompressed to 6～15Mpa, and the second-order separation is decompressed to 3～8Mpa.
3. in black tomato as claimed in claim 1 lycopene Hydrolysis kinetics method, it is characterised in that step 5）Middle wash-out
Liquid I, the consumption of eluent II are 1～4 times of column volume.
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| CN201611067317.2A CN106631666A (en) | 2016-11-29 | 2016-11-29 | Method for extracting and refining lycopene in black tomato |
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| CN201611067317.2A CN106631666A (en) | 2016-11-29 | 2016-11-29 | Method for extracting and refining lycopene in black tomato |
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ID=58812985
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113244651A (en) * | 2021-05-17 | 2021-08-13 | 昆仑技术研究(广州)有限公司 | Extraction method of white tomato lycopene oil |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102267855A (en) * | 2011-06-17 | 2011-12-07 | 安徽天品堂生态农业有限公司 | Extraction method of lycopene |
| CN105053873A (en) * | 2015-07-03 | 2015-11-18 | 广州汇圣森丰农业科技发展有限公司 | Preparation method of black tomato freeze-dried powder |
-
2016
- 2016-11-29 CN CN201611067317.2A patent/CN106631666A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102267855A (en) * | 2011-06-17 | 2011-12-07 | 安徽天品堂生态农业有限公司 | Extraction method of lycopene |
| CN105053873A (en) * | 2015-07-03 | 2015-11-18 | 广州汇圣森丰农业科技发展有限公司 | Preparation method of black tomato freeze-dried powder |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113244651A (en) * | 2021-05-17 | 2021-08-13 | 昆仑技术研究(广州)有限公司 | Extraction method of white tomato lycopene oil |
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