CN1043756C - Method for separating and extracting gallnut tannic acid from solution containing gallnut tannic acid - Google Patents
Method for separating and extracting gallnut tannic acid from solution containing gallnut tannic acid Download PDFInfo
- Publication number
- CN1043756C CN1043756C CN94114973A CN94114973A CN1043756C CN 1043756 C CN1043756 C CN 1043756C CN 94114973 A CN94114973 A CN 94114973A CN 94114973 A CN94114973 A CN 94114973A CN 1043756 C CN1043756 C CN 1043756C
- Authority
- CN
- China
- Prior art keywords
- chinese
- acid
- tannic acid
- multipolymer
- polar
- 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
- 238000000034 method Methods 0.000 title claims abstract description 18
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 title abstract 3
- 239000001263 FEMA 3042 Substances 0.000 title abstract 3
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 title abstract 3
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 title abstract 3
- 229940033123 tannic acid Drugs 0.000 title abstract 3
- 235000015523 tannic acid Nutrition 0.000 title abstract 3
- 229920002258 tannic acid Polymers 0.000 title abstract 3
- 239000002253 acid Substances 0.000 claims abstract description 37
- 238000001179 sorption measurement Methods 0.000 claims abstract description 12
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 10
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 10
- 235000018553 tannin Nutrition 0.000 claims description 12
- 229920001864 tannin Polymers 0.000 claims description 12
- 239000001648 tannin Substances 0.000 claims description 12
- 239000011347 resin Substances 0.000 claims description 10
- 229920005989 resin Polymers 0.000 claims description 10
- 239000004411 aluminium Substances 0.000 claims description 9
- 239000003292 glue Substances 0.000 claims description 9
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 8
- 229920002521 macromolecule Polymers 0.000 claims description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 239000003463 adsorbent Substances 0.000 claims description 5
- XZKRXPZXQLARHH-UHFFFAOYSA-N buta-1,3-dienylbenzene Chemical compound C=CC=CC1=CC=CC=C1 XZKRXPZXQLARHH-UHFFFAOYSA-N 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 5
- 159000000013 aluminium salts Chemical class 0.000 claims description 4
- 229910000329 aluminium sulfate Inorganic materials 0.000 claims description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 4
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 4
- 239000003480 eluent Substances 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- BNGXYYYYKUGPPF-UHFFFAOYSA-M (3-methylphenyl)methyl-triphenylphosphanium;chloride Chemical compound [Cl-].CC1=CC=CC(C[P+](C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 BNGXYYYYKUGPPF-UHFFFAOYSA-M 0.000 claims description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 2
- 229940037003 alum Drugs 0.000 claims description 2
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 claims description 2
- 235000012538 ammonium bicarbonate Nutrition 0.000 claims description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 2
- 239000000920 calcium hydroxide Substances 0.000 claims description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 2
- 235000011116 calcium hydroxide Nutrition 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 2
- 235000011118 potassium hydroxide Nutrition 0.000 claims description 2
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000011260 aqueous acid Substances 0.000 claims 1
- 239000002952 polymeric resin Substances 0.000 abstract 1
- 229920003002 synthetic resin Polymers 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 13
- 239000012535 impurity Substances 0.000 description 9
- 239000007788 liquid Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 230000007123 defense Effects 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 238000002203 pretreatment Methods 0.000 description 3
- 238000002076 thermal analysis method Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000005352 clarification Methods 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 2
- 235000004515 gallic acid Nutrition 0.000 description 2
- 238000002386 leaching Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- NPHFFBWJNRVQNH-UHFFFAOYSA-H NN.S(=O)(=O)([O-])[O-].[Al+3].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].[Al+3] Chemical class NN.S(=O)(=O)([O-])[O-].[Al+3].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].[Al+3] NPHFFBWJNRVQNH-UHFFFAOYSA-H 0.000 description 1
- 241000237502 Ostreidae Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229940074391 gallic acid Drugs 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000020636 oyster Nutrition 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Landscapes
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
Abstract
The invention provides a method for preparing high-purity gallnut tannic acid. The method comprises steps of gallnut single-character acid aluminum gel pretreatment, high polymer resin adsorption and the like, and the purity of the obtained product is more than 96%.
Description
The invention relates to the preparation method of high purity Weibull.More particularly, the invention relates to from the aqueous solution of the Chinese gallotanninic acid of industrial goods the method for separation and Extraction high purity Chinese gallotanninic acid.
Chinese gallotanninic acid, its physico-chemical property uniqueness is extensive use of in industries such as food, beverage, medicine, chemical industry and feed.
Chinese gallotanninic acid is present in the natural phant, after the plant that will contain Chinese gallotanninic acid is pulverized, has just obtained containing the leaching liquid of Chinese gallotanninic acid with solvent such as Hot water immersion.This leaching liquid contains carbohydrate, many condensed gallic acids and impurity such as gallic acid, colloid, inorganic salt, starch and protein, just can make pulverous Chinese gallotanninic acid of the technical grade that contains above-mentioned impurity through further processing.Before use, require to remove wherein impurity, make its purifying according to different purposes.Many methods of purification have been described in prior art such as SU No. 0017854, No. 00173476, JP62-111993 number, 64-75425 number and 56-51497 number etc., but these methods all because complex technical process, the useful component yield is low, thereby the cost height.
The purpose of this invention is to provide a kind of from the solution that contains Chinese gallotanninic acid the method for separation and Extraction high purity Chinese gallotanninic acid.
The inventor has proposed to utilize the method for polymer polymeric adsorbent adsorption separation of high purity Chinese gallotanninic acid through studying for a long period of time.This method is that the Chinese gallotanninic acid with technical grade is mixed with the aqueous solution, at first carries out pre-treatment, removes partial impurities wherein, makes the solution of the Chinese gallotanninic acid that contains 1-35% (wt), uses large pore macromolecular resin absorption Chinese gallotanninic acid then.By the saturated macromolecule resin of Chinese gallotanninic acid, the water flush away is used the organic solvent wash-out after being trapped in wherein impurity again, just obtained high purity (＞96%) Chinese gallotanninic acid, can be used as the finings of beer etc.
Because the impurity in the Chinese gallotanninic acid is more, and its character is different.Therefore, before macromolecule resin absorption, to carry out pre-treatment, remove most of impurity wherein.Pretreated method is that thick Chinese gallotanninic acid (more than the 5%) aqueous solution is carried out clarifying treatment with aluminium glue (aluminium salt+ammoniacal liquor) to the Chinese tannin acid solution, and most of impurity flocculation is wherein separated out.
Aluminium glue clarification pre-treatment is to make aluminium salt for example Tai-Ace S 150, aluminum nitrate, aluminum chloride, alum etc. and interactions such as alkaline matter such as potassium hydroxide, sodium hydroxide, ammoniacal liquor, bicarbonate of ammonia and calcium hydroxide, generate aluminium glue, it is added in the solution with thick Chinese gallotanninic acid preparation, impurity such as most of colloid is flocculated separate out.The filtrate of collecting is used the macromolecule resin adsorption treatment.The add-on of aluminium glue is 1～20% (wt), is preferably 5～15% (wt).
Through above-mentioned pretreated Chinese tannin acid solution, feed the adsorption column that macromolecule resin is housed again, carry out adsorption treatment.The processing condition of absorption are:
The concentration that feeds macromolecule resin adsorption column Chinese tannin acid solution is 1～30wt%, is preferably 5～20wt%;
The air speed that feeds macromolecule resin adsorption column Chinese tannin acid solution is 0.5～10hr
-1, be preferably 2～5hr
-1
Employed sorbent material is the large pore macromolecular polymeric adsorbent.
For example: adopt in the GDX series of China, have middle polarity Vinylstyrene and the monomeric multipolymer GDX403 of nitrogen heterocyclic ring, have strong polar Vinylstyrene and nitrogenous polar monomer multipolymer GDX501, have the poly-divinylbenzene GDX601 that strong polar contains strong polar group, (" gas-chromatography and thermoanalysis technology " in May, 1985 that Fu Ruonong, Chang Yongfu write, National Defense Industry Press publishes, the 12nd～14 row and the 137th page of the 1st row among the 136th page table 7-6).
In the C series of China, the multipolymer C101 of Vinylstyrene that polarity is stronger and nitrogenous polar monomer or C102 (" gas-chromatography and thermoanalysis technology " in May, 1985 that Fu Ruonong, Chang Yongfu write, National Defense Industry Press publishes, the 137th page of the 14th, 15 row).
In the D series of China, the multipolymer D101 of the Vinylstyrene that polarity is stronger, vinylbenzene and nitrogenous polar monomer or D102 (" gas-chromatography and thermoanalysis technology " in May, 1985 that Fu Ruonong, Chang Yongfu write, National Defense Industry Press publishes, the 137th page of the 16th row and the 138th page of the 2nd row).
The S series and the DS series of the XAD series of the U.S. and the Duo Lite company of France.
Employed eluent can be alcohols such as methyl alcohol, ethanol; Ketone such as acetone, methylethylketone; And their aqueous solution.
Further describe the present invention with non-limiting instance below, except as otherwise noted, all concentration are all represented with weight percentage.Example
Take by weighing thick Chinese gallotanninic acid (76%) 23 gram, be mixed with 5% solution.Take by weighing 1.2 gram hydrazine aluminum sulfates, add water 12ml dissolving, this solution is neutralized to PH6～8 generation aluminium glues with 1: 2 ammoniacal liquor.Aluminium glue is added in the above-mentioned Chinese tannin acid solution, stir half an hour after, suction filtration after 4 ℃ of cooling clarifications obtains transparent Chinese tannin acid solution.Get D3520 resin 190ml (the opaque spherical beads body of oyster white, particle size range 0.3～1.2, bulk density 0.181, specific surface 497m
2/ g, apparent density 0.32g/m
3, mean pore size 86A, porosity 69%, pore volume 2.13ml/g), make the Chinese tannin acid solution at liquid speed 2hr
-1By adsorption column, after adsorption liquid has led to, use 600ml water down at 3hr
-1Wash post under the liquid speed.Use 70% ethanolic soln at 2hr at last
-1Following wash-out.Collect elutriant, be decompressed under the vacuum tightness of 0.08Mpa and steam solvent, dry in vacuum drying oven again, obtain yellow powder powder product 11.8 grams, its Chinese tannin acid content is 96.45%.
Claims (5)
1, a kind of method for preparing the high purity Chinese gallotanninic acid, this method comprises the steps:
(1) contains the solution of Chinese gallotanninic acid with thick Chinese gallotanninic acid powdered preparation;
(2) prepare aluminium glue with aluminium salt and alkaline matter;
(3) above-mentioned aluminium glue is added in the above-mentioned Chinese tannin acid solution, the add-on of aluminium glue is 1～20wt%;
(4) will feed the adsorption column that the polymer polymeric adsorbent will be housed through the Chinese tannin aqueous acid that step (3) is handled, wherein the polymer polymeric adsorbent select to have middle polarity divinylbenzene and the monomeric multipolymer of nitrogen heterocyclic ring, have strong polar divinylbenzene and nitrogenous polar monomer multipolymer, have strong polar and contain the poly-divinylbenzene of strong polar group and have a kind of than in the multipolymer of polar Vinylstyrene, vinylbenzene and nitrogenous polar monomer by force;
(5) with eluent the Chinese gallotanninic acid on the polymeric adsorbent is carried out wash-out;
(6) remove eluent in the vacuum.
2, by the process of claim 1 wherein that aluminium salt is selected from a kind of in Tai-Ace S 150, aluminum nitrate, aluminum chloride and the alum or their mixture.
3, by the process of claim 1 wherein that alkaline matter is selected from a kind of of potassium hydroxide, sodium hydroxide, ammoniacal liquor, bicarbonate of ammonia and calcium hydroxide, or their mixture.
4, by the process of claim 1 wherein that the concentration that feeds macromolecule resin adsorption column Chinese tannin acid solution when adsorbing is 1～30wt%.
5, by the process of claim 1 wherein that the air speed that feeds macromolecule resin adsorption column Chinese tannin acid solution when adsorbing is 0.5～10hr
-1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN94114973A CN1043756C (en) | 1994-08-24 | 1994-08-24 | Method for separating and extracting gallnut tannic acid from solution containing gallnut tannic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN94114973A CN1043756C (en) | 1994-08-24 | 1994-08-24 | Method for separating and extracting gallnut tannic acid from solution containing gallnut tannic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1117485A CN1117485A (en) | 1996-02-28 |
| CN1043756C true CN1043756C (en) | 1999-06-23 |
Family
ID=5037308
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN94114973A Expired - Fee Related CN1043756C (en) | 1994-08-24 | 1994-08-24 | Method for separating and extracting gallnut tannic acid from solution containing gallnut tannic acid |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1043756C (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1090606C (en) * | 1996-12-27 | 2002-09-11 | 化学工业部北京化工研究院 | Method for purifying tannic acid |
| CN101433557B (en) * | 2007-11-12 | 2012-02-15 | 天津天士力制药股份有限公司 | Effective component of galla chinensis as well as preparation method and use thereof |
| CN101912765B (en) * | 2010-09-07 | 2012-11-07 | 北京林业大学 | Preparation method of adsorbent for purifying plant polyphenol-enriched water body |
| CN107619059A (en) * | 2017-08-04 | 2018-01-23 | 昆明理工大学 | A kind of preparation method of meso-porous alumina |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1708854A1 (en) * | 1989-12-08 | 1992-01-30 | Белорусский технологический институт им.С.М.Кирова | Method for obtaining tanning extract from tannin-containing material |
| EP2803348A1 (en) * | 2013-05-15 | 2014-11-19 | hameln rds gmbh | Process for filling of syringes for dosing pumps |
-
1994
- 1994-08-24 CN CN94114973A patent/CN1043756C/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1708854A1 (en) * | 1989-12-08 | 1992-01-30 | Белорусский технологический институт им.С.М.Кирова | Method for obtaining tanning extract from tannin-containing material |
| EP2803348A1 (en) * | 2013-05-15 | 2014-11-19 | hameln rds gmbh | Process for filling of syringes for dosing pumps |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1117485A (en) | 1996-02-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Li et al. | Study on the preparation of orange peel cellulose adsorbents and biosorption of Cd2+ from aqueous solution | |
| CN100465284C (en) | A kind of peanut functional mixed short peptide and preparation method thereof | |
| KR0150855B1 (en) | Heavy Metal Biosorbents Manufactured from Biological Resources | |
| US5084389A (en) | Bioadsorption composition and process for production thereof | |
| CN1043756C (en) | Method for separating and extracting gallnut tannic acid from solution containing gallnut tannic acid | |
| CN111675742B (en) | Preparation method of neohesperidin with heavy metal removed | |
| CN118440137A (en) | Method for producing water-soluble protein by classifying corn soaking water | |
| CN101033095A (en) | Method of preparing modified hydrotalcite for removing trace mercury and cadmium ion in water | |
| CA2110471A1 (en) | Process for the removal of species containing metallic ions from effluents | |
| CN113083253B (en) | Weak acid cation resin for extracting vitamin B12 and synthetic method thereof | |
| CN103304677A (en) | Method for separating and purifying konjac glucomannan | |
| Yin et al. | Biosorption and desorption of cadmium (II) by biomass of Laminaria japonica | |
| CN1090606C (en) | Method for purifying tannic acid | |
| CN1192474A (en) | Prodn. process for extracting sodium citrate from citric acid fermentation liquor | |
| Ishak et al. | Evaluation of cellulose nanocrystals (CNCs) as protein adsorbent in stick water | |
| US4459228A (en) | Method for precipitation of sulphonated lignin from sulfide wastes | |
| CN114735738A (en) | Production process of iron-free high-purity aluminum sulfate | |
| CN222389695U (en) | A recycling system for waste solvents from low-solid content and low-boiling point water-based paint | |
| US4401811A (en) | Process for the production of a cation exchanger: tree bark treated with alkali and sulfuric acid for waste water treatment | |
| Ma et al. | Immobilized Lentinus edodes residue as absorbent for the enhancement of cadmium adsorption performance | |
| JPS5968301A (en) | Production of polysaccharide | |
| CN112479923A (en) | Method for extracting theanine from tea polyphenol industrial waste liquid | |
| CN113694883A (en) | Preparation method of iron-loaded charcoal with poplar as carrier | |
| CN111499537A (en) | Refining and purifying method of plant-derived ceramide extract | |
| CN101117398A (en) | A three-dimensional network supramolecular compound resin for the purification of active ingredients of traditional Chinese medicine |
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 | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 19990623 Termination date: 20100824 |