CN106215865A - A kind of preparation method of menatetrenone purification adsorbent - Google Patents
A kind of preparation method of menatetrenone purification adsorbent Download PDFInfo
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- CN106215865A CN106215865A CN201610691195.8A CN201610691195A CN106215865A CN 106215865 A CN106215865 A CN 106215865A CN 201610691195 A CN201610691195 A CN 201610691195A CN 106215865 A CN106215865 A CN 106215865A
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- menatetrenone
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- butyl
- purification adsorbent
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/261—Synthetic macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/0203—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising compounds of metals not provided for in B01J20/04
- B01J20/0274—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising compounds of metals not provided for in B01J20/04 characterised by the type of anion
- B01J20/0281—Sulfates of compounds other than those provided for in B01J20/045
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/223—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material containing metals, e.g. organo-metallic compounds, coordination complexes
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/10—Separation; Purification; Stabilisation; Use of additives
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Abstract
The invention provides the preparation method of a kind of menatetrenone purification adsorbent: be distributed in water by a certain amount of vinylidene chloride, it is proportionally added into 5 norborene 2, 2 dimethanols, allyloxy t-butyldimethyl silane, Ammonium persulfate. and polyvinyl alcohol, the double trifluoromethanesulfonimide salt of 1 vinyl 3 1-Butyl-1H-imidazole, double (2 methacrylics) (1, 5 cyclo-octadiene) ruthenium (II), toluenesulfonic acid (2 hydroxyl 3 butylene) ester, heat up, react under preference temperature, product filters, dry, i.e. obtain menatetrenone purification adsorbent.
Description
Technical field
The present invention relates to the preparation method of a kind of adsorbent, the preparation of a kind of menatetrenone purification adsorbent
Method.
Background technology
Menatetrenone, has another name called Menaquinone K6, is a kind of fatsoluble vitamin.Be the requisite vitamin of human body it
One, there is human body prevention calcium to penetrate into blood vessel, it is to avoid organization softening and hypertrophy, help skeleton and blood to keep normal effect.
It is applied to medicine and health products trade.
CN104513149A discloses the synthetic method of a kind of menatetrenone, and its step includes: (1) condensation reaction: add
Enter menadione monoacetate, ether organic solvent, boron trifluoride diethyl etherate, add geranyl Linalool by several times, react complete and depend on
Secondary use water, 5% sodium bicarbonate and 5% NaCl；(2) alcoholysis: in step (1) gained material, adds toluene, under stirring
Add water, potassium hydroxide, sodium hydrosulfite, methanol；(3) oxidation: by water, potassium hydroxide, join the organic molten of step (2) gained material
Agent, drips chemical oxidizing agent, and concentrating under reduced pressure obtains end product.
CN104513148A discloses the column chromatography method of purification of a kind of menatetrenone, relates to carrying of menatetrenone
Pure field.The present invention is using silica gel as adsorbent, using suitable organic solvent as flowing phase, with alkanes organic solvent and with
The strongest organic solvent compatibility of polarity be eluant, menatetrenone sample is dissolved in varsol, feed liquid is added continuously
Enter in post, adjust flow velocity, detect chromatographic solution by HPLC method, start to connect goal object, and collect product.
Existing menatetrenone method of purification, has adsorption efficiency low, needs to repeat to adsorb often, operates the most multiple
Miscellaneous shortcoming, product purity needs to improve.
Summary of the invention
It is an object of the invention to: providing the preparation method of a kind of menatetrenone purification adsorbent, it can apply to
In menatetrenone purification, its adsorption rate is fast, and adsorbing contaminant amount is big, easy and simple to handle during application.It is characterized in that preparation
Step includes:
A certain amount of vinylidene chloride is distributed in water, adds 5-norborene-2,2-dimethanol, allyl oxygen in following ratio
Base-tert-butyl dimethylsilane, Ammonium persulfate. and polyvinyl alcohol, 1-vinyl-3-1-Butyl-1H-imidazole double fluoroform sulphonyl Asia
Amine salt, double (2-methacrylic) (1,5-cyclo-octadiene) ruthenium (II), toluenesulfonic acid-(2-hydroxyl-3-butylene) ester, heat up,
70-110 DEG C, reacting 12-18 hour, product filters, and dries, i.e. obtains menatetrenone purification adsorbent.
Ingredients weight parts
Vinylidene chloride 100
5-norborene-2,2-dimethanol 5-10
Allyloxy-tert-butyl dimethylsilane 1-2
Ammonium persulfate. 0.5-1
Polyvinyl alcohol 1-2
The double trifluoromethanesulfonimide salt 1-2 of 1-vinyl-3-1-Butyl-1H-imidazole
Double (2-methacrylic) (1,5-cyclo-octadiene) ruthenium (II) 0.5-1.5
Toluenesulfonic acid-(2-hydroxyl-3-butylene) ester 1-2
Water 1000
Described 5-norborene-2,2-dimethanol is commercially available prod, the product produced such as Hangzhou great Yang Chemical Co., Ltd.；Allyl
Epoxide-tert-butyl dimethylsilane is commercially available prod, the product produced such as Shanghai Chu Qing new material Science and Technology Ltd.；1-second
The double trifluoromethanesulfonimide salt of thiazolinyl-3-1-Butyl-1H-imidazole is commercially available prod, such as Lanzhou Inst. of Chemical Physics, Chinese Academy of Sciences
The product produced；Double (2-methacrylic) (1,5-cyclo-octadiene) ruthenium (II) is commercially available prod, Xi'an Carrie new material science and technology
The product that company limited produces；Toluenesulfonic acid-(2-hydroxyl-3-butylene) ester is commercially available prod, such as Alpha Chemical Co., Ltd.
The product produced.
The product of the present invention has the advantages that
Introduce 5-norborene-2,2-dimethanolamine, allyloxy-tert-butyl dimethylsilane, double (2-methacrylics)
(1,5-cyclo-octadiene) ruthenium (II), toluenesulfonic acid-(2-hydroxyl-3-butylene) ester is as polymerization monomer, and adsorbent has higher
Heat stability and chemical stability, specific surface area is high, and adsorption rate is fast, and the amount of adsorbing contaminant is big, thus obtains higher purity.
Detailed description of the invention
Following instance only further illustrates the present invention, is not to limit the scope of protection of the invention.
Embodiment 1
1000Kg water, 100Kg vinylidene chloride, 8Kg5-norborene-2,2-dimethanol, 1.5Kg is added in 2000L reactor
Allyloxy-tert-butyl dimethylsilane, 0.8Kg Ammonium persulfate., 1.5Kg polyvinyl alcohol, 1.5Kg1-vinyl-3-butyl miaow
The double trifluoromethanesulfonimide salt of azoles, double (2-methacrylic) (1, the 5-cyclo-octadiene) ruthenium (II) of 1Kg, 1.5Kg toluenesulfonic acid-
(2-hydroxyl-3-butylene) ester, is warming up to 90 DEG C, reacts 15h, and product filters, and dries, and i.e. obtains menatetrenone purification absorption
Agent.
Embodiment 2
1000Kg water, 100Kg vinylidene chloride, 5Kg5-norborene-2,2-dimethanol, 1Kg alkene is added in 2000L reactor
Propoxyl group-tert-butyl dimethylsilane, 0.5Kg Ammonium persulfate., 1Kg polyvinyl alcohol, 1Kg1-vinyl-3-1-Butyl-1H-imidazole double three
Fluoromethane sulfimide salt, double (2-methacrylic) (1, the 5-cyclo-octadiene) ruthenium (II) of 0.5Kg, 1Kg toluenesulfonic acid-(2-hydroxyl
Base-3-butylene) ester, it is warming up to 70 DEG C, reacts 12h, product filters, and dries, i.e. obtains menatetrenone purification adsorbent.
Embodiment 3
1000Kg water, 100Kg vinylidene chloride, 10Kg5-norborene-2,2-dimethanol, 2Kg alkene is added in 2000L reactor
Propoxyl group-tert-butyl dimethylsilane, 1Kg Ammonium persulfate., 2Kg polyvinyl alcohol, the double trifluoro of 2Kg1-vinyl-3-1-Butyl-1H-imidazole
Sulfonyl methane inferior amine salt, double (2-methacrylic) (1, the 5-cyclo-octadiene) ruthenium (II) of 1.5Kg, 2Kg toluenesulfonic acid-(2-hydroxyl-
3-butylene) ester, it is warming up to 110 DEG C, reacts 18h, product filters, and dries, i.e. obtains menatetrenone purification adsorbent.
Comparative example 1
Being added without 5-norborene-2,2-dimethanol, other conditions are with embodiment 1.
Comparative example 2
Being added without allyloxy-tert-butyl dimethylsilane, other conditions are with embodiment 1.
Comparative example 3
Being added without the double trifluoromethanesulfonimide salt of 1-vinyl-3-1-Butyl-1H-imidazole, other conditions are with embodiment 1.
Comparative example 4
Being added without double (2-methacrylic) (1,5-cyclo-octadiene) ruthenium (II), other conditions are with embodiment 1.
Comparative example 5
Being added without toluenesulfonic acid-(2-hydroxyl-3-butylene) ester, other conditions are with embodiment 1.
Comparative example 6
It is added without the adsorbent product of the present invention, purifies menatetrenone with activated carbon adsorption.
Embodiment 4
The menatetrenone crude product solution of purity about 95% is passed through the suction made equipped with 500g embodiment 1-3 and comparative example 1-6
In the 1000mL exchange column of attached dose of product, temperature 50 C, flow velocity 0.5BV/h, under the conditions of absorption purify, use gas chromatographic detection stream
Go out the weight/mass percentage composition of liquid, be shown in Table 1.
Table 1: the menatetrenone purity after the menatetrenone adsorbent purification that different process is produced.
| Numbering | Menatetrenone purity (%) |
| Embodiment 1 | 99.1 |
| Embodiment 2 | 99.0 |
| Embodiment 3 | 99.4 |
| Comparative example 1 | 98.3 |
| Comparative example 2 | 98.7 |
| Comparative example 3 | 98.6 |
| Comparative example 4 | 98.4 |
| Comparative example 5 | 98.5 |
| Comparative example 6 | 97.4 |
These are only the specific embodiment of the present invention, but the technical characteristic of the present invention is not limited thereto.Any with this
Based on bright, for solving essentially identical technical problem, it is achieved essentially identical technique effect, done simple change, etc.
With replacement or modification etc., all it is covered by among protection scope of the present invention.
Claims (2)
1. a menatetrenone purification adsorbent, it is characterised in that include following material component:
Ingredients weight parts
Vinylidene chloride 100
5-norborene-2,2-dimethanol 5-10
Allyloxy-tert-butyl dimethylsilane 1-2
Ammonium persulfate. 0.5-1
Polyvinyl alcohol 1-2
The double trifluoromethanesulfonimide salt 1-2 of 1-vinyl-3-1-Butyl-1H-imidazole
Double (2-methacrylic) (1,5-cyclo-octadiene) ruthenium (II) 0.5-1.5
Toluenesulfonic acid-(2-hydroxyl-3-butylene) ester 1-2
Water 1000.
2. the preparation method of a menatetrenone purification adsorbent, it is characterised in that comprise the following steps:
By weight, 100 parts of vinylidene chlorides are distributed in 1000 parts of water, add 5-10 part 5-norborene-2,2-diformazan
Alcohol, 1-2 part allyloxy-tert-butyl dimethylsilane, 0.5-1 part Ammonium persulfate. and 1-2 part polyvinyl alcohol, 1-2 part 1-second
The double trifluoromethanesulfonimide salt of thiazolinyl-3-1-Butyl-1H-imidazole, double (2-methacrylic) (1, the 5-cyclo-octadiene) ruthenium of 0.5-1.5 part
(II), 1-2 part toluenesulfonic acid-(2-hydroxyl-3-butylene) ester, heat up, at 70-110 DEG C, react 12-18 hour, product filters,
Dry, i.e. obtain menatetrenone purification adsorbent.
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| CN201610691195.8A CN106215865A (en) | 2016-08-21 | 2016-08-21 | A kind of preparation method of menatetrenone purification adsorbent |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108126674A (en) * | 2017-11-21 | 2018-06-08 | 孝感市锐思新材科技有限公司 | A kind of preparation method of Menatetrenone purification material |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103755855A (en) * | 2014-01-06 | 2014-04-30 | 巨化集团技术中心 | Preparation method of spherical polyvinylidene chloride resin with micropore structures |
| CN105597711A (en) * | 2016-03-09 | 2016-05-25 | 张玲 | Preparation method of binary acid refined adsorbing material |
| CN105833854A (en) * | 2016-06-13 | 2016-08-10 | 王金明 | Preparation method of purified vanadium adsorption material |
| CN105859938A (en) * | 2016-06-13 | 2016-08-17 | 王金明 | Preparation of cobalt adsorbent |
-
2016
- 2016-08-21 CN CN201610691195.8A patent/CN106215865A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103755855A (en) * | 2014-01-06 | 2014-04-30 | 巨化集团技术中心 | Preparation method of spherical polyvinylidene chloride resin with micropore structures |
| CN105597711A (en) * | 2016-03-09 | 2016-05-25 | 张玲 | Preparation method of binary acid refined adsorbing material |
| CN105833854A (en) * | 2016-06-13 | 2016-08-10 | 王金明 | Preparation method of purified vanadium adsorption material |
| CN105859938A (en) * | 2016-06-13 | 2016-08-17 | 王金明 | Preparation of cobalt adsorbent |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108126674A (en) * | 2017-11-21 | 2018-06-08 | 孝感市锐思新材科技有限公司 | A kind of preparation method of Menatetrenone purification material |
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