CN105294910B - A kind of preparation method of adsorbent applied to Pristinamycin separation - Google Patents
A kind of preparation method of adsorbent applied to Pristinamycin separation Download PDFInfo
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- CN105294910B CN105294910B CN201510846262.4A CN201510846262A CN105294910B CN 105294910 B CN105294910 B CN 105294910B CN 201510846262 A CN201510846262 A CN 201510846262A CN 105294910 B CN105294910 B CN 105294910B
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- YVMBAUWDIGJRNY-BESUKNQGSA-N 4o8o7q7iu4 Chemical compound C1C(=O)C[C@H](O)\C=C(/C)\C=C\CNC(=O)\C=C\[C@@H](C)[C@@H](C(C)C)OC(=O)C2=CCCN2C(=O)C2=COC1=N2.N([C@@H]1C(=O)N[C@@H](C(N2CCC[C@H]2C(=O)N(C)[C@@H](CC=2C=CC(=CC=2)N(C)C)C(=O)N2CCC(=O)C[C@H]2C(=O)N[C@H](C(=O)O[C@@H]1C)C=1C=CC=CC=1)=O)CC)C(=O)C1=NC=CC=C1O YVMBAUWDIGJRNY-BESUKNQGSA-N 0.000 title claims abstract description 26
- RLNUPSVMIYRZSM-UHFFFAOYSA-N Pristinamycin Natural products CC1OC(=O)C(C=2C=CC=CC=2)NC(=O)C2CC(=O)CCN2C(=O)C(CC=2C=CC(=CC=2)N(C)C)CCN(C)C(=O)C2CCCN2C(=O)C(CC)NC(=O)C1NC(=O)C1=NC=CC=C1O RLNUPSVMIYRZSM-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 108010079780 Pristinamycin Proteins 0.000 title claims abstract description 26
- 229960003961 pristinamycin Drugs 0.000 title claims abstract description 26
- DAIKHDNSXMZDCU-OUDXUNEISA-N pristinamycin-IIA Natural products CC(C)[C@H]1OC(=O)C2=CCCN2C(=O)c3coc(CC(=O)C[C@H](O)C=C(C)C=CCNC(=O)C=C[C@@H]1C)n3 DAIKHDNSXMZDCU-OUDXUNEISA-N 0.000 title claims abstract description 26
- JOOMGSFOCRDAHL-XKCHLWDXSA-N pristinamycin-IIB Natural products CC(C)[C@@H]1OC(=O)[C@H]2CCCN2C(=O)c3coc(CC(=O)C[C@@H](O)C=C(C)C=CCNC(=O)C=C[C@H]1C)n3 JOOMGSFOCRDAHL-XKCHLWDXSA-N 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 239000003463 adsorbent Substances 0.000 title claims abstract description 12
- 238000000926 separation method Methods 0.000 title claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000004088 foaming agent Substances 0.000 claims abstract description 10
- 238000001035 drying Methods 0.000 claims abstract description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 7
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims abstract description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000000284 extract Substances 0.000 claims abstract description 6
- 239000002270 dispersing agent Substances 0.000 claims abstract description 5
- 239000003999 initiator Substances 0.000 claims abstract description 4
- 239000012071 phase Substances 0.000 claims description 13
- 239000008346 aqueous phase Substances 0.000 claims description 10
- 238000007664 blowing Methods 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 6
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 108010010803 Gelatin Proteins 0.000 claims description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 3
- 229920000159 gelatin Polymers 0.000 claims description 3
- 239000008273 gelatin Substances 0.000 claims description 3
- 235000019322 gelatine Nutrition 0.000 claims description 3
- 235000011852 gelatine desserts Nutrition 0.000 claims description 3
- 229920003063 hydroxymethyl cellulose Polymers 0.000 claims description 3
- 150000002978 peroxides Chemical class 0.000 claims description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 3
- 229940031574 hydroxymethyl cellulose Drugs 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 239000011347 resin Substances 0.000 abstract description 4
- 229920005989 resin Polymers 0.000 abstract description 4
- 229940126575 aminoglycoside Drugs 0.000 abstract description 2
- 238000006116 polymerization reaction Methods 0.000 abstract description 2
- -1 trimethylsiloxy group Chemical group 0.000 abstract 2
- 239000004971 Cross linker Substances 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 238000010792 warming Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000706 filtrate Substances 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000012043 crude product Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- 238000000605 extraction Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 208000015181 infectious disease Diseases 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- LNDKRVOOYMEYTC-ONEGZZNKSA-N (1e)-buta-1,3-dien-1-ol Chemical compound O\C=C\C=C LNDKRVOOYMEYTC-ONEGZZNKSA-N 0.000 description 1
- BRARRAHGNDUELT-UHFFFAOYSA-N 3-hydroxypicolinic acid Chemical group OC(=O)C1=NC=CC=C1O BRARRAHGNDUELT-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-UWTATZPHSA-N D-alanine Chemical group C[C@@H](N)C(O)=O QNAYBMKLOCPYGJ-UWTATZPHSA-N 0.000 description 1
- 206010059866 Drug resistance Diseases 0.000 description 1
- 241000192125 Firmicutes Species 0.000 description 1
- ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical class OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
- 239000004473 Threonine Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000000539 amino acid group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- SUYRLXYYZQTJHF-VMBLUXKRSA-N dalfopristin Chemical compound O=C([C@@H]1N(C2=O)CC[C@H]1S(=O)(=O)CCN(CC)CC)O[C@H](C(C)C)[C@H](C)\C=C\C(=O)NC\C=C\C(\C)=C\[C@@H](O)CC(=O)CC1=NC2=CO1 SUYRLXYYZQTJHF-VMBLUXKRSA-N 0.000 description 1
- 229960002615 dalfopristin Drugs 0.000 description 1
- 108700028430 dalfopristin Proteins 0.000 description 1
- 125000002897 diene group Chemical group 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000001728 nano-filtration Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001374 post-anti-biotic effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 229960002898 threonine Drugs 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
A kind of preparation method of the adsorbent applied to Pristinamycin separation is invented：In a kettle, squeeze into pure water, add a certain amount of dispersant, initiator, styrene/crosslinkers monomers/dimethylaminoethyl methacrylate, and the trifluoromethyl 1 of 1 ethyoxyl 3, 3 butadiene, the trimethylsiloxy group 1 of 1 methoxyl group 3, 3 butadiene, pore-foaming agent etc., it is warming up to reaction temperature, question response terminates drying, extract pore-foaming agent, the drying closing bag present invention introduces a small amount of dimethylaminoethyl methacrylate as comonomer in polymerization, to improve the compatibility of resin and the Pristinamycin containing aminoglycoside structure structure, so as to improve the yield of Pristinamycin.
Description
Technical field
The present invention relates to a kind of preparation method of adsorbent, particularly a kind of adsorbent applied to Pristinamycin separation
Preparation method.
Background technology
Pristinamycin is mainly used in treatment infection as caused by gram-positive bacteria includes drug-fast bacteria.Pristinamycin processization
Learning soluble derivative quinopristin/dalfopristin that modification obtains there is very strong sterilization to make resistant gram-positive bacterium separating clinically
With, and have the advantages that longer post antibiotic effect and be not likely to produce drug resistance, it is Gram-positive of the current treatment by resistance
One of microbial maximally effective antibiotic of infection.
Pristinamycin I A molecular skeleton is by 1 3- hydroxypyridinecarboxylic acids residue and L-threonine, D- aminobutyric acids, L-
6 amino acid residues such as proline, 4- dimethylaminos-L-phenylalanine, 4- ketone-L- pipecoliacids and L- phenylglycines
The cyclic structure being polymerized.The L-DMPAPA residues of the 5th of the big rings of PIA are replaced by 4- methylaminos-L-phenylalanine residue
Change and just form PIB, and PIB the 3rd D- aminobutanoic acid forms PIC molecules after being replaced by D- alanines residue.
US3154475 discloses the traditional extraction process of Pristinamycin.Zymotic fluid adjusts PH to 3, is separated by filtration to obtain filtrate,
Filtrate PH to 7 is adjusted with diluted alkaline, then filtrate is directly extracted with organic solvent dichloromethane, obtains the extract containing purpose thing,
It is concentrated in vacuo, is handled with petroleum ether and obtain Pristinamycin crude product, crude product is dissolved with dichloromethane, upper powder activated charcoal post layer
Analysis, dichloromethane eluent, middle body is collected, petroleum ether, which is handled, to be precipitated, and washing obtains sterling after drying, and extracts total recovery
About 50%.
CN 102558302 discloses a kind of method for isolating and purifying Pristinamycin, belongs to biological technical field.This method
Mainly comprise the following steps：Pristinamycin finished product is obtained after polymeric adsorbent elution, nanofiltration concentration, solvent crystal, concentrate drying.
CN 102465164 discloses a kind of preparation method of Pristinamycin, and after zymotic fluid is acidified, separation of solid and liquid obtains
Filtrate；Filtrate is decolourized through macroreticular resin；Destainer after macroporous adsorbing resin for purification with parsing；Desorbed solution is again with after activated carbon decolorizing
Concentration, extraction, alkali cleaning；Crystallization, alkali wash water crystallize to obtain Pristinamycin crude product；Crude product is again by being recrystallized to give Pristinamycin essence
Powder.
The isolation and purification method yield reported at present in document is relatively low, it is impossible to is entered with sufficiently stable and reproducible quality
Row batch production.Due to commercially available polymeric adsorbent and Pristinamycin poor compatibility, adsorption capacity receives limitation, so needing to invent
A kind of new polymeric adsorbent, improves the adsorption capacity to Pristinamycin.
The content of the invention
Purpose is to be directed to the requirement from Pristinamycin separation of fermentative broth purifying Pristinamycin to adsorption and separation material, this hair
It is bright that a kind of preparation method of the adsorbent applied to Pristinamycin separation, while open its preparation method are provided.Pass through following step
It is rapid to realize：
The preparation of step 1. aqueous phase
By weight, 100 parts of pure water 0.5-2 part organic chemistry dispersants of interior addition in pressure reaction still, stirring are equal
It is even；
The chemical dispersant is selected from polyvinyl alcohol, gelatin or hydroxymethyl cellulose；
The preparation of step 2. oil phase
By weight, by 100 parts of styrene, 30-100 parts divinylbenzene, 3-10 part dimethylaminoethyls
Ethyl ester, 0.05-0.05 part 1- ethyoxyl -3- Trifluoromethyl-1s, 3- butadiene, 0.05-0.05 part 1- methoxyl group -3- trimethyl silicanes
Oxy-1,3- butadiene mixing, adds 0.5-3 parts peroxide initiator, 10-40 part pore-foaming agents, stirs；
Step 3. suspension polymerization
The oil-phase solution prepared in step 2 beaker is added in step 1 and is equipped with the pressure reaction still for having prepared aqueous phase,
70-115 DEG C of reaction 8-20h, reaction terminate rear blowing, and washing microballoon is limpid to water, extracts totally pore-foaming agent after drying, obtains
Product.
Dimethylaminoethyl methacrylate described in step 2 is commercially available prod.If Shanghai is along the limited public affairs of strong biotechnology
Take charge of the product of production.
1- ethyoxyl -3- Trifluoromethyl-1s described in step 2,3- butadiene, structural formula are shown in formula (2), are commercially available prod, such as
The product of Shanghai Yu Lve Chemical Co., Ltd.s production.
1- methoxyl groups -3- trimethylsiloxy groups -1,3-butadiene described in step 2, structural formula are shown in formula (3), are commercially available production
Product, the product produced such as Zhengzhou Alpha Chemical Co., Ltd..
The preferred benzoyl peroxide of peroxide initiator described in step 2.
Pore-foaming agent described in step 2 is good solvent or poor solvent or mixed solvent, such as white oil, solvent naphtha, toluene etc., excellent
Select toluene.
Beneficial effects of the present invention：
The present invention introduces a small amount of dimethylaminoethyl methacrylate as comonomer in polymerization, with improve resin and
The compatibility of Pristinamycin containing aminoglycoside structure, so as to improve the yield of Pristinamycin；1- ethyoxyl -3- fluoroforms
Base -1,3-butadiene, the diene group of 1- methoxyl groups -3- trimethylsiloxy groups -1,3-butadiene bring Polymer-supported chain structure,
Adsorption capacity can be improved.
Embodiment
Following examples are only to further illustrate the present invention, are not limitation the scope of protection of the invention.
Embodiment 1
The preparation of step 1. aqueous phase
By weight, 100 parts of pure water are added in pressure reaction still, 0.5 part of gelatin, are stirred.
The preparation of step 2. oil phase
The oil phase component of following ratio is mixed in beaker, stirred；
Step 3. suspension polymerization
The oil-phase solution prepared in step 2 is added in step 1 and is equipped with the pressure reaction still for having prepared aqueous phase, at 90 DEG C
16h is reacted, reaction terminates rear blowing, and reaction terminates rear blowing, and washing microballoon is limpid to water, after drying that pore-foaming agent extracting is dry
Only, it is W-1 to obtain product numberings
Embodiment 2
The preparation of step 1. aqueous phase
By weight, 100 parts of pure water are added in pressure reaction still, 1.5 parts of polyvinyl alcohol, are stirred.
The preparation of step 2. oil phase
The oil phase component of following ratio is mixed in beaker, stirred；
Step 3. suspension polymerization
The oil-phase solution prepared in step 2 is added in step 1 and is equipped with the pressure reaction still for having prepared aqueous phase, at 70 DEG C
20h is reacted, reaction terminates rear blowing, and reaction terminates rear blowing, and washing microballoon is limpid to water, after drying that pore-foaming agent extracting is dry
Only, it is W-2 to obtain product numberings
Embodiment 3
The preparation of step 1. aqueous phase
By weight, 100 parts of pure water are added in pressure reaction still, 2 parts of hydroxymethyl celluloses, are stirred.
The preparation of step 2. oil phase
The oil phase component of following ratio is mixed in beaker, stirred；
Step 3. suspension polymerization
The oil-phase solution prepared in step 2 beaker is added in step 1 and is equipped with the pressure reaction still for having prepared aqueous phase,
115 DEG C of reaction 8h, reaction terminate rear blowing, and reaction terminates rear blowing, and washing microballoon is limpid to water, extracts pore-foaming agent after drying
Totally, it is W-3 to obtain product numberings
Comparative example 1
Dimethylaminoethyl methacrylate parts by weight are 0 in step 2, the other the same as in Example 1.Products obtained therefrom numbering is W-
4
Comparative example 2
1- ethyoxyls -3- Trifluoromethyl-1s in step 2,3- butadiene parts by weight are 0, the other the same as in Example 1.Products obtained therefrom
Numbering is W-5
Comparative example 3
1- methoxyl groups -3- trimethylsiloxy groups -1,3-butadiene parts by weight are 0 in step 2, the other the same as in Example 1.Gained
Production code member is W-6
Embodiment 4
Each 5g of adsorbent made from accurately weighing pretreated embodiment 1-3 and comparative example 1-3, it is placed in 250mL tool plugs
In ground triangular flask, precision plus people 100mL extraction stostes, triangular flask is vibrated into 5h at room temperature, fully after absorption, filtering, taken
Filtrate is calculated Pristinamycin yield, is shown in Table 1 using the concentration of LC-lOAD high performance liquid chromatographs measure Pristinamycin：
Table 1：Adsorbent yield list made from this patent
Claims (1)
1. the preparation method of a kind of adsorbent applied to Pristinamycin separation, it is characterised in that comprise the following steps：
The preparation of step 1. aqueous phase
By weight, 100 parts of pure water 0.5-2 part organic chemistry dispersants of interior addition in pressure reaction still, stir；
The chemical dispersant is selected from polyvinyl alcohol, gelatin or hydroxymethyl cellulose；
The preparation of step 2. oil phase
By weight, by 100 parts of styrene, 30-100 parts divinylbenzene, 3-10 part dimethylaminoethyl methacrylates,
0.05-0.5 part 1- ethyoxyl -3- Trifluoromethyl-1s, 3- butadiene, 0.05-0.5 part 1- methoxyl group -3- trimethylsiloxy groups -
1,3-butadiene mixes, and adds 0.5-3 parts peroxide initiator, 10-40 part pore-foaming agents, stirs；
Step 3. suspension polymerization
The oil phase of step 2 is added in step 1 equipped with the pressure reaction still for having prepared aqueous phase, reacts 8-20h at 70-115 DEG C,
Reaction terminates rear blowing, and washing microballoon is limpid to water, extracts totally pore-foaming agent after drying, obtains product.
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| CN105646801A (en) * | 2016-03-09 | 2016-06-08 | 张玲 | Preparation of octylphenol ethoxylate adsorbing material |
| CN105859938A (en) * | 2016-06-13 | 2016-08-17 | 王金明 | Preparation of cobalt adsorbent |
| CN105833854A (en) * | 2016-06-13 | 2016-08-10 | 王金明 | Preparation method of purified vanadium adsorption material |
| CN106238008A (en) * | 2016-07-28 | 2016-12-21 | 王金明 | A kind of preparation method of 8 acetoxyl group octanal purification adsorbents |
| CN106238009A (en) * | 2016-07-28 | 2016-12-21 | 王金明 | A kind of preparation method of carbon tetrachloride adsorbent |
| CN106040206A (en) * | 2016-07-28 | 2016-10-26 | 王金明 | Preparation method of carbon tetrachloride purification adsorbent |
| CN106111092A (en) * | 2016-07-28 | 2016-11-16 | 王金明 | A kind of preparation method of ethyl sebacate purification adsorbent |
| CN106311150A (en) * | 2016-08-21 | 2017-01-11 | 王金桢 | Preparation method of adsorbent for purification of trimethylolpropane trioleate |
| CN106179276A (en) * | 2016-08-21 | 2016-12-07 | 王金桢 | A kind of preparation method of purifying germane adsorbent |
| CN106220772A (en) * | 2016-08-21 | 2016-12-14 | 王金桢 | A kind of preparation method of Trichlorosilane purification adsorbent |
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|---|---|---|---|---|
| CN102465164A (en) * | 2010-11-10 | 2012-05-23 | 华北制药集团新药研究开发有限责任公司 | Preparation method of pristinamycin |
| CN103772576A (en) * | 2014-01-22 | 2014-05-07 | 王金明 | Preparation method of adsorbing agent applied to pristinamycin separation |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102465164A (en) * | 2010-11-10 | 2012-05-23 | 华北制药集团新药研究开发有限责任公司 | Preparation method of pristinamycin |
| CN103772576A (en) * | 2014-01-22 | 2014-05-07 | 王金明 | Preparation method of adsorbing agent applied to pristinamycin separation |
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| Title |
|---|
| 大孔吸附树脂分离纯化普那霉素的研究;张雪霞等;《化学与生物工程》;20160630;40-42 * |
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