CN1546461A - Theanine extraction process - Google Patents
Theanine extraction process Download PDFInfo
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- CN1546461A CN1546461A CNA2003101090539A CN200310109053A CN1546461A CN 1546461 A CN1546461 A CN 1546461A CN A2003101090539 A CNA2003101090539 A CN A2003101090539A CN 200310109053 A CN200310109053 A CN 200310109053A CN 1546461 A CN1546461 A CN 1546461A
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- Prior art keywords
- theanine
- extraction process
- liquid
- exchange
- clear liquid
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- DATAGRPVKZEWHA-YFKPBYRVSA-N N(5)-ethyl-L-glutamine Chemical compound CCNC(=O)CC[C@H]([NH3+])C([O-])=O DATAGRPVKZEWHA-YFKPBYRVSA-N 0.000 title claims abstract description 82
- 229940026510 theanine Drugs 0.000 title claims abstract description 41
- 238000000605 extraction Methods 0.000 title claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920001661 Chitosan Polymers 0.000 claims abstract description 13
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 12
- 238000001179 sorption measurement Methods 0.000 claims abstract description 12
- 238000005189 flocculation Methods 0.000 claims abstract description 11
- 230000016615 flocculation Effects 0.000 claims abstract description 11
- 239000012535 impurity Substances 0.000 claims abstract description 10
- 238000001953 recrystallisation Methods 0.000 claims abstract description 9
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 6
- 239000007788 liquid Substances 0.000 claims description 41
- 239000011347 resin Substances 0.000 claims description 28
- 229920005989 resin Polymers 0.000 claims description 28
- 239000000243 solution Substances 0.000 claims description 22
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 15
- 238000010521 absorption reaction Methods 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 11
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 9
- 239000000284 extract Substances 0.000 claims description 9
- 238000001556 precipitation Methods 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 9
- 238000013016 damping Methods 0.000 claims description 7
- 239000012530 fluid Substances 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 150000001413 amino acids Chemical class 0.000 claims description 6
- 230000008030 elimination Effects 0.000 claims description 5
- 238000003379 elimination reaction Methods 0.000 claims description 5
- 238000005119 centrifugation Methods 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 244000144992 flock Species 0.000 claims description 4
- 229920002521 macromolecule Polymers 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000012141 concentrate Substances 0.000 claims description 3
- 230000003750 conditioning effect Effects 0.000 claims description 3
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 3
- 229910000397 disodium phosphate Inorganic materials 0.000 claims description 3
- 235000019800 disodium phosphate Nutrition 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 3
- 235000013824 polyphenols Nutrition 0.000 claims description 3
- 229960004249 sodium acetate Drugs 0.000 claims description 3
- 235000017281 sodium acetate Nutrition 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 239000012467 final product Substances 0.000 claims description 2
- 239000008351 acetate buffer Substances 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 239000001632 sodium acetate Substances 0.000 claims 1
- 239000003729 cation exchange resin Substances 0.000 abstract 2
- 239000003957 anion exchange resin Substances 0.000 abstract 1
- 230000006837 decompression Effects 0.000 abstract 1
- 238000000151 deposition Methods 0.000 abstract 1
- 238000005516 engineering process Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 241001122767 Theaceae Species 0.000 description 6
- 235000001014 amino acid Nutrition 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 239000007974 sodium acetate buffer Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 206010020649 Hyperkeratosis Diseases 0.000 description 2
- 238000005349 anion exchange Methods 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000003805 vibration mixing Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- CTENFNNZBMHDDG-UHFFFAOYSA-N Dopamine hydrochloride Chemical compound Cl.NCCC1=CC=C(O)C(O)=C1 CTENFNNZBMHDDG-UHFFFAOYSA-N 0.000 description 1
- 208000001953 Hypotension Diseases 0.000 description 1
- 206010036590 Premature baby Diseases 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000000703 high-speed centrifugation Methods 0.000 description 1
- 208000021822 hypotensive Diseases 0.000 description 1
- 230000001077 hypotensive effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000001537 neural effect Effects 0.000 description 1
- 230000000324 neuroprotective effect Effects 0.000 description 1
- 238000011275 oncology therapy Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for extracting theanine comprises the steps of chitosan rouging by flocculation, decolorizing by adsorption, adsorbing by cationic ion-exchange resin, ammonia eluation, decompression concentration, adsorbing and rouging by anion exchange resin, concentration alcohol depositing, and recrystallization. The process by the invention can effectively remove the impurity which influences the exchange adsorption function of the cationic ion-exchange resin.
Description
Technical field
The invention belongs to deep processing field of tea, be specifically related to the extraction process of theanine.
Background technology
The chemical name of theanine is: N-ethyl-gamma-amino-L-glutaminate; Molecular formula: C
7H
14N
2O
3Molecular weight: 174, molecular structural formula is as follows:
Theanine is a kind of endemic element in the tealeaves, accounts for more than 50% in the tealeaves total free aminoacids, accounts for the 1-2% of dry weight of tea leaves.Studies show that theanine has stronger physiologically active, it has shown stronger effect at inhibition nervous activity, the metabolism that influences neural reception and registration material Dopamine HCL in the brain and release, neuroprotective cell, aspects such as curative effect hypotensive and the enhancing cancer therapy drug.The achievement in research of relevant theanine physiologically active causes the extensive concern of people to it.Theanine has a wide range of applications at food and field of medicaments.The preparation method of theanine commonly used has microbe fermentation method, enzyme process, tea callus synthesis method, chemical synthesis and tealeaves extraction method etc. now.Enzyme process and Production by Microorganism Fermentation are existing abroad than proven technique, but production cost is higher, the product price height.The also prematurity of tea callus synthesis method method is difficult to use aborning.The security of chemical synthesis synthetic theanine also waits to estimate.Extract theanine the debris after extracting tea-polyphenol, fully utilized tea extract, production cost is lower, and can effectively solve the environmental problem that waste material brought that produces when tea-polyphenol factory produces, thereby has higher using value.
The existing extraction from tea-polyphenol extracted theanine and adopted following technology the debris:
1. tea-polyphenol extracts the debris high speed centrifugation; 2. regulate pH and go up cationic exchange coloum; 3. ammoniacal liquor wash-out; 4. concentrating under reduced pressure is flung to ammonia; 5. lyophilize or spraying drying get the theanine crude product.
Should existing technology there be following defective: the theanine purity of extraction low (purity is about 20%); The recyclability of resin material is poor, and general resin uses 5 all after date absorption properties to reduce greatly; Industrial realization is difficulty.
Summary of the invention
The technical problem to be solved in the present invention is to utilize tea-polyphenol to extract debris, and a kind of extraction process of theanine is provided, and can guarantee the theanine purity height that extracts, and the regeneration of resin performance is good, and technology is easy to realize suitability for industrialized production.
For addressing the above problem, the invention provides a kind of extraction process of theanine, comprise following processing step:
1) tea-polyphenol extracts debris interpolation chitosan solution flocculation impurity elimination, and filtering separation is removed flocks, and clear liquid must flocculate;
2) the flocculation clear liquid adopts nonpolar macroporous adsorption resin adsorption stripping element and macromolecular substance, must adsorb clear liquid;
3) adopt strong cation-exchanging resin exchange absorption theanine;
4) Zeo-karb after the exchange absorption washes with water earlier to neutrality, uses the ammoniacal liquor wash-out again instead, collects the ammoniacal liquor elutriant;
5) ammoniacal liquor elutriant concentrating under reduced pressure is flung to ammonia, gets concentrated solution;
6) concentrated solution adopts anionite-exchange resin exchange absorption to remove impurity amino acid, collects post liquid;
7) cross post liquid and concentrate alcohol precipitation, precipitation is removed in centrifugation, gets centrifugal clear liquid;
8) centrifugal clear liquid is concentrated into driedly, adds a small amount of hot water and dissolves to it, add dehydrated alcohol and carry out recrystallization, the final product theanine.
The purity of the theanine that technology of the present invention is extracted reaches more than 95%, and the rate of recovery of theanine reaches more than 65%.Owing to adopt the flocculate with chitosan impurity elimination, the impurity that influences Zeo-karb exchange adsorption function is effectively removed, the regeneration of resin performance is good, renewable repeatedly use.Adopt anionite-exchange resin can effectively remove impurity amino acid.And this technology does not need to design special equipment and is used for implementing, and is easy to suitability for industrialized production.
Embodiment
Below provide embodiment, the present invention is described in further detail, described percentage composition of present patent application file and ratio are weight percentage or weight ratio except that special instruction is arranged.
Embodiment 1:
1) flocculate with chitosan impurity elimination: tealeaves extracts the debris behind the tea-polyphenol, with hydrochloric acid conditioning solution pH is 3.0, in the time of 25 ℃ by with debris in solid substance weight ratio 20: 1 add chitosan, chitosan dissolves with 1% acetic acid solution earlier, make 2% chitosan solution, flocculation reaction is 1 hour under the stirring at low speed, filtering separation, remove flocks, clear liquid must flocculate;
2) pigment and macromolecular substance are removed in absorption: get the flocculation clear liquid, add the nonpolar macroporous adsorption resin of clear liquid solvend weight 10%, stirred 5 minutes, remove by filter resin and get nearly water white transparency absorption clear liquid;
3) cationic exchange resin adsorption: after resin cation (R.C.) 732 is replaced as Hydrogen, damping fluid balance with citric acid and the Sodium phosphate dibasic of pH3.0,0.1mol/l, the absorption clear liquid with same damping fluid adjusting pH be 3.0, after theanine concentration is 1mg/ml, last cationic exchange coloum, flow velocity is 1 column volume per hour, 10 column volumes of upper prop exchange;
4) ammoniacal liquor wash-out: earlier, colourless to effluent liquid with distillation washing Zeo-karb, during no polyphenol till, use the ammoniacal liquor wash-out of 1.0mol/l, the elutriant of 1.5 times of column volumes of collection instead;
5) concentrating under reduced pressure: under 50 ℃, concentrating under reduced pressure ammoniacal liquor elutriant is flung to ammonia;
6) anionite-exchange resin decon amino acid: anionite-exchange resin 717 types are processed into the OH type, sodium-acetate and acetate buffer solution balance resin with pH6.0,0.1mol/l, after concentrated solution is adjusted to that pH is 6.0, theanine concentration is 2mg/ml, last anion-exchange column, flow velocity is 1 column volume per hour, 20 column volumes of upper prop exchange were collected post liquid;
7) concentrated solution alcohol precipitation: collection cross post liquid at 50 ℃ of following concentrating under reduced pressure, to dry substance concentration be 10%, under the normal temperature, add the dehydrated alcohol of 3 times of volumes, fully leave standstill behind the mixing, precipitation is removed in centrifugation, centrifugal clear liquid;
8) recrystallization: centrifugal clear liquid is concentrated into dried, after adding a small amount of hot water and making its dissolving, adds the dehydrated alcohol of 3 times of volumes, the vibration mixing, in 4 ℃ of following low temperature crystallizations, the off-white color solid, purity＞80%; After the gained solid is used the small amount of thermal water dissolution,, get white solid, purity＞90% by same procedure dehydrated alcohol recrystallization; With method crystallization for the third time, product purity＞95%.
Embodiment 2:
1) flocculate with chitosan impurity elimination: tealeaves extracts the debris behind the tea-polyphenol, with hydrochloric acid conditioning solution pH is 3.5, in the time of 35 ℃ by with debris in solid substance weight ratio 10: 1 add chitosan, chitosan dissolves with 2% acetic acid solution earlier, make 0.5% chitosan solution, flocculation reaction is 2 hours under the stirring at low speed, filtering separation, remove flocks, clear liquid must flocculate;
2) pigment and macromolecular substance are removed in absorption: get the flocculation clear liquid, add the nonpolar macroporous adsorption resin of clear liquid solvend weight 20%, stirred 10 minutes, remove by filter resin and get nearly water white transparency absorption clear liquid;
3) cationic exchange resin adsorption: after resin cation (R.C.) WA-2 is replaced as Hydrogen, damping fluid balance with citric acid and the Sodium phosphate dibasic of pH3.5,0.1mol/l, the absorption clear liquid with same damping fluid adjusting pH be 3.5, after theanine concentration is 2mg/ml, last cationic exchange coloum, flow velocity is 0.7 column volume per hour, 20 column volumes of upper prop exchange;
4) ammoniacal liquor wash-out: earlier, colourless to effluent liquid with distillation washing Zeo-karb, during no polyphenol till, use the ammoniacal liquor wash-out of 1.5mol/l, the elutriant of 1.5 times of column volumes of collection instead;
5) concentrating under reduced pressure: under 70 ℃, concentrating under reduced pressure ammoniacal liquor elutriant is flung to ammonia;
6) anionite-exchange resin decon amino acid: anionite-exchange resin 711 types are processed into the OH type, sodium-acetate and acetate buffer solution balance resin with pH7.0,0.1mol/l, after concentrated solution is adjusted to that pH is 7.0, theanine concentration is 4mg/ml, last anion-exchange column, flow velocity is 2 column volumes per hour, 10 column volumes of upper prop exchange were collected post liquid;
7) concentrated solution alcohol precipitation: collection cross post liquid at 70 ℃ of following concentrating under reduced pressure, to dry substance concentration be 20%, under the normal temperature, add the dehydrated alcohol of 5 times of volumes, fully leave standstill behind the mixing, precipitation is removed in centrifugation, centrifugal clear liquid;
8) recrystallization: centrifugal clear liquid is concentrated into dried, after adding a small amount of hot water and making its dissolving, adds the dehydrated alcohol of 3 times of volumes, the vibration mixing, in 0 ℃ of following low temperature crystallization, the off-white color solid, purity＞80%; After the gained solid is used the small amount of thermal water dissolution,, get white solid, purity＞90% by same procedure dehydrated alcohol recrystallization; With method crystallization for the third time, product purity＞95%.
In addition, also can adopt this technology, directly from low-grade tea, extract theanine.
Claims (10)
1. the extraction process of a theanine comprises following processing step:
1) tea-polyphenol extracts debris interpolation chitosan solution flocculation impurity elimination, and filtering separation is removed flocks, and clear liquid must flocculate;
2) the flocculation clear liquid adopts nonpolar macroporous adsorption resin adsorption stripping element and macromolecular substance, must adsorb clear liquid;
3) adopt strong cation-exchanging resin exchange absorption theanine;
4) Zeo-karb after the exchange absorption washes with water earlier to neutrality, uses the ammoniacal liquor wash-out again instead, collects the ammoniacal liquor elutriant;
5) ammoniacal liquor elutriant concentrating under reduced pressure is flung to ammonia, gets concentrated solution;
6) concentrated solution adopts anionite-exchange resin exchange absorption to remove impurity amino acid, collects post liquid;
7) cross post liquid and concentrate alcohol precipitation, precipitation is removed in centrifugation, gets centrifugal clear liquid;
8) centrifugal clear liquid is concentrated into driedly, adds a small amount of hot water and dissolves to it, add dehydrated alcohol and carry out recrystallization, the final product theanine.
2. the extraction process of a kind of theanine as claimed in claim 1, it is characterized in that tea-polyphenol extraction debris is 3.0-3.5 with hydrochloric acid conditioning solution pH in the step 1), under 25-35 ℃, by with the solid substance weight ratio be 10-20: 1 adds the 0.5-2% chitosan solution, under the stirring at low speed flocculation reaction 1-2 hour.
3. the extraction process of a kind of theanine as claimed in claim 1 is characterized in that step 2) in the nonpolar macroporous adsorption resin that adds be the 10-20% of flocculation clear liquid solvend weight, add the back and stirred 5-10 minute.
4. the extraction process of a kind of theanine as claimed in claim 1, it is characterized in that the strong cation-exchanging resin in the step 3) is Zeo-karb 732 or WA-2 or retrofits 732, after alkali cleaning and being replaced as Hydrogen, with pH is that 3.0-3.5, concentration are citric acid and the Sodium phosphate dibasic damping fluid balance of 0.1-0.2mol/1, absorption disappears, and to be adjusted to pH with damping fluid be that 3.0-3.5, theanine concentration are 1-2mg/ml to liquid, 10-20 column volume of upper prop exchange.
5. the extraction process of a kind of theanine as claimed in claim 1 is characterized in that step 4) washes Zeo-karb earlier with water, and is colourless to effluent liquid, during no polyphenol till, use the ammoniacal liquor wash-out of 1.0-1.5mol/l again instead, collect 1.5 times of column volume elutriants.
6. the extraction process of a kind of theanine as claimed in claim 1 is characterized in that the ammoniacal liquor elutriant carries out concentrating under reduced pressure in the step 5) under 50-70 ℃.
7. the extraction process of a kind of theanine as claimed in claim 1, it is characterized in that the anionite-exchange resin in the step 6) is 717 types or 711 types or D311 type, be processed into oh type, with pH is that 6.0-7.0, concentration are sodium-acetate and the acetate buffer solution balance of 0.1-0.2mol/l, concentrated solution is adjusted to pH6.0-7.0, theanine concentration 2-4mg/ml with damping fluid, 10-20 column volume of upper prop exchange.
8. the extraction process of a kind of theanine as claimed in claim 1, it is characterized in that the described post liquid of crossing of step 7) concentrates alcohol precipitation and is specially at 50 ℃ of-70 ℃ of following concentrating under reduced pressure and crosses post liquid, to crossing post liquid dry substance concentration is 10-20%, under the normal temperature, add and cross the dehydrated alcohol that the long-pending 3-5 of post liquid doubly measures after concentrating, fully leave standstill behind the mixing.
9. the extraction process of a kind of theanine as claimed in claim 1 is characterized in that adding in the step 8) dehydrated alcohol amount 3-5 times for liquor capacity behind its hot water dissolving, and carries out recrystallization at 0-4 ℃ of following low temperature.
10. as the extraction process of claim 1 or 9 described a kind of theanine, it is characterized in that the dehydrated alcohol recrystallization can be undertaken 2-3 time by same process.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2003101090539A CN1325468C (en) | 2003-12-04 | 2003-12-04 | Theanine extraction process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2003101090539A CN1325468C (en) | 2003-12-04 | 2003-12-04 | Theanine extraction process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1546461A true CN1546461A (en) | 2004-11-17 |
| CN1325468C CN1325468C (en) | 2007-07-11 |
Family
ID=34334998
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2003101090539A Expired - Lifetime CN1325468C (en) | 2003-12-04 | 2003-12-04 | Theanine extraction process |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1325468C (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101805269A (en) * | 2010-04-08 | 2010-08-18 | 晋江市恒源科技开发有限公司 | Method for separating and extracting natural theanine |
| US8202431B2 (en) | 2005-11-25 | 2012-06-19 | Enthone Inc. | Method for removing impurities from a metal deposition process solution |
| CN103058882A (en) * | 2013-02-04 | 2013-04-24 | 湖南省茶业集团股份有限公司 | Method for separating natural theanine |
| CN103269601A (en) * | 2010-12-28 | 2013-08-28 | 花王株式会社 | Method for producing purified tea extract |
| CN108041611A (en) * | 2017-12-25 | 2018-05-18 | 大连深蓝肽科技研发有限公司 | A kind of health food for improving male sexual and preparation method thereof |
| CN111620791A (en) * | 2020-06-01 | 2020-09-04 | 浙江天草生物科技股份有限公司 | Method for purifying crude product of natural theanine |
| CN112479923A (en) * | 2021-01-11 | 2021-03-12 | 华茂(湖州)保健品有限公司 | Method for extracting theanine from tea polyphenol industrial waste liquid |
| CN114128821A (en) * | 2021-11-25 | 2022-03-04 | 无锡江大百泰科技有限公司 | Method for extracting tea polyphenol |
-
2003
- 2003-12-04 CN CNB2003101090539A patent/CN1325468C/en not_active Expired - Lifetime
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8202431B2 (en) | 2005-11-25 | 2012-06-19 | Enthone Inc. | Method for removing impurities from a metal deposition process solution |
| CN101805269A (en) * | 2010-04-08 | 2010-08-18 | 晋江市恒源科技开发有限公司 | Method for separating and extracting natural theanine |
| CN103269601A (en) * | 2010-12-28 | 2013-08-28 | 花王株式会社 | Method for producing purified tea extract |
| CN103058882A (en) * | 2013-02-04 | 2013-04-24 | 湖南省茶业集团股份有限公司 | Method for separating natural theanine |
| CN103058882B (en) * | 2013-02-04 | 2014-06-18 | 湖南省茶业集团股份有限公司 | Method for separating natural theanine |
| CN108041611A (en) * | 2017-12-25 | 2018-05-18 | 大连深蓝肽科技研发有限公司 | A kind of health food for improving male sexual and preparation method thereof |
| CN111620791A (en) * | 2020-06-01 | 2020-09-04 | 浙江天草生物科技股份有限公司 | Method for purifying crude product of natural theanine |
| CN111620791B (en) * | 2020-06-01 | 2023-01-31 | 浙江天草生物科技股份有限公司 | Method for purifying crude product of natural theanine |
| CN112479923A (en) * | 2021-01-11 | 2021-03-12 | 华茂(湖州)保健品有限公司 | Method for extracting theanine from tea polyphenol industrial waste liquid |
| CN114128821A (en) * | 2021-11-25 | 2022-03-04 | 无锡江大百泰科技有限公司 | Method for extracting tea polyphenol |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1325468C (en) | 2007-07-11 |
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