CN106119305B - A kind of preparation method of phenoxy propionic acid - Google Patents
A kind of preparation method of phenoxy propionic acid Download PDFInfo
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- CN106119305B CN106119305B CN201610676250.6A CN201610676250A CN106119305B CN 106119305 B CN106119305 B CN 106119305B CN 201610676250 A CN201610676250 A CN 201610676250A CN 106119305 B CN106119305 B CN 106119305B
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- propionic acid
- phenoxy propionic
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/42—Hydroxy-carboxylic acids
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- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The present invention provides a kind of preparation method of phenoxy propionic acid, and the present invention uses R-2- phenoxy propionic acid for raw material, is prepared using the false dragonfly silk fermentation of yeast -1, preparation process by-product of the present invention is few, high income, is prepared into the purity of product up to 99.5% or more.
Description
Technical field
The present invention relates to a kind of preparation methods of R-4- hydroxyl -2- phenoxy propionic acid, belong to the synthesis system of pesticide intermediate
Standby technical field.
Background technique
China is a large agricultural country, and the dosage of pesticide is very big, and herbicide is as the important of modern agricultural systemof production
Component is means most reliable, most economical in farmland weeding technology.However, traditional herbicide because its toxicity is big,
Effect
Rate is low, dosage is big, effect on environment is just gradually being eliminated greatly very much.Therefore, modern proposes herbicide
It is higher
Requirement: efficiently, low toxicity.Develop in succession in recent years a series of herbicides such as diphenyl ether and phenoxy propionic acid class,
Sulphonyl
Urea and imidazolone type, the ureas containing pyridine ring, pyridazine class etc..Phenoxy propionic acid class compound have efficiently, low toxicity,
It removes
The features such as grass spectrum is wide, selectivity is high, the application phase is long, safe to succession crop, being that performance is best so far removes
Careless agent
One of.
Existing R-4- hydroxyl -2- phenoxy propionic acid generally uses chemically synthesized method, and reaction process generates a large amount of secondary
Product, and be difficult to remove, seriously affect purification and the yield of target product；Some method reaction time are long, and total recovery is relatively low；
Also some methods need to be not suitable for industrial production using catalyst, severe reaction conditions, high production cost.
Summary of the invention
In order to solve the above technical problems, preparing phenoxy propionic acid using microbe fermentation method the present invention provides a kind of
Method.
It is of the invention the preparation method is as follows:
False dragonfly silk -1 strain of yeast is taken, accesses and carries out shaking flask vibration in malt extract medium under conditions of 37 ± 1 DEG C of temperature
8~24 hours preparation seed liquors of culture are swung, the seed liquor after culture is accessed first class seed pot culture 24 hours, second level is added afterwards
Seed tank culture 24 hours, training method was conventional saccharomycete culture.
It takes R-2- phenoxy propionic acid to be configured to 25-30% solution, accesses false dragonfly silk -1 second level kind of yeast by 10% inoculum concentration
Sub- liquid, 35-38 DEG C aerobic fermentation 3-5 days, rear that hydrochloric acid acidification is added, tunes pH value is 2.0-3.0, efficient liquid phase detection R-4- hydroxyl
After base -2- phenoxy propionic acid purity is greater than 90%, ceramic membrane filter, active carbon decoloring, then bag type filtering machine filtering, macropore are first used
Resin adsorption, after ammonium hydroxide desorption, 0.22 μm of organic film precision filtering, rear condensing crystallizing, centrifugal drying.
The vacation dragonfly silk saccharomycete -1 is self-sizing strain, and deposit number is CGMCC No.10734, and it is micro- to be preserved in China
Biological inoculum preservation administration committee, address are Yard 1, BeiChen xi Road, Chaoyang District, Beijing City 3, and the deposit date is in April, 2015
23, classification naming was Candida zeylanoides.
The present invention prepares R-4- by fermenting raw materials of R-2- phenoxy propionic acid using false dragonfly silk -1 bacterium of yeast of oneself breeding
Hydroxyl -2- phenoxy propionic acid, whole process by-product is few, and pollution is few, high income, be prepared into the purity of product up to 99.5% with
On.
Specific embodiment
Below with reference to embodiment, the present invention is further illustrated.
Embodiment 1
False dragonfly silk -1 strain of yeast is taken, accesses and carries out shaking flask vibration in malt extract medium under conditions of 37 ± 1 DEG C of temperature
8~24 hours preparation seed liquors of culture are swung, the seed liquor after culture is accessed first class seed pot culture 24 hours, second level is added afterwards
Seed tank culture 24 hours, training method was conventional saccharomycete culture.
It takes R-2- phenoxy propionic acid to be configured to 25-30% solution, accesses false dragonfly silk -1 second level kind of yeast by 10% inoculum concentration
Sub- liquid, 35-38 DEG C aerobic fermentation 3-5 days, rear that hydrochloric acid acidification is added, tunes pH value is 2.0-3.0, efficient liquid phase detection R-4- hydroxyl
After base -2- phenoxy propionic acid purity is greater than 90%, ceramic membrane filter, active carbon decoloring, then bag type filtering machine filtering, macropore are first used
Resin adsorption, after ammonium hydroxide desorption, 0.22 μm of organic film precision filtering, rear condensing crystallizing, centrifugal drying.It is pure that efficient liquid phase detects its
Degree is 99.8%.
Claims (1)
1. a kind of preparation method of R-4- hydroxyl -2- phenoxy propionic acid, which comprises the steps of: take Candida
Zeylanoides is accessed in malt extract medium and is carried out preparing for shaking flask culture 8~24 hours under conditions of 37 ± 1 DEG C of temperature
Seed liquor accesses the seed liquor after culture first class seed pot culture 24 hours, and the rear secondary seed tank that accesses is further cultured for 24 hours；
It takes R-2- phenoxy propionic acid to be configured to 25-30% solution, accesses secondary seed solution, 35-38 DEG C of aerobic fermentation by 10% inoculum concentration
3-5 days, rear that hydrochloric acid acidification is added, tune pH value is 2.0-3.0, and it is big that efficient liquid phase detects R-4- hydroxyl -2- phenoxy propionic acid purity
After 90%, first ceramic membrane filter, active carbon decoloring, then bag type filtering machine is used to filter, macroporous resin adsorption, after ammonium hydroxide desorption,
0.22 μm of organic film precision filtering, rear condensing crystallizing, centrifugal drying；
The Candida zeylanoides is self-sizing strain, and deposit number is CGMCC No.10734, and it is micro- to be preserved in China
Biological inoculum preservation administration committee, address are Yard 1, BeiChen xi Road, Chaoyang District, Beijing City 3, and the deposit date is in April, 2015
23 days.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510702135.7A CN105886557A (en) | 2015-10-27 | 2015-10-27 | Preparation method of phenoxypropionic acid |
| CN2015107021357 | 2015-10-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106119305A CN106119305A (en) | 2016-11-16 |
| CN106119305B true CN106119305B (en) | 2019-07-09 |
Family
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510702135.7A Pending CN105886557A (en) | 2015-10-27 | 2015-10-27 | Preparation method of phenoxypropionic acid |
| CN201610676250.6A Active CN106119305B (en) | 2015-10-27 | 2016-08-17 | A kind of preparation method of phenoxy propionic acid |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510702135.7A Pending CN105886557A (en) | 2015-10-27 | 2015-10-27 | Preparation method of phenoxypropionic acid |
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Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108486209B (en) * | 2018-03-22 | 2022-03-18 | 浙江工业大学 | Method for rapidly screening (R) -2- (4-hydroxyphenoxy) propionic acid producing strains in high flux |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5296363A (en) * | 1989-03-28 | 1994-03-22 | Base Aktiengesellschaft | Preparation of 2-(4-hydroxyphenoxy)propionic acid by fermentation |
| CN102020554A (en) * | 2010-11-12 | 2011-04-20 | 西北师范大学 | Synthesis method of 2-[4-(hydroxyphenoxy)] propionic acid |
-
2015
- 2015-10-27 CN CN201510702135.7A patent/CN105886557A/en active Pending
-
2016
- 2016-08-17 CN CN201610676250.6A patent/CN106119305B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5296363A (en) * | 1989-03-28 | 1994-03-22 | Base Aktiengesellschaft | Preparation of 2-(4-hydroxyphenoxy)propionic acid by fermentation |
| CN102020554A (en) * | 2010-11-12 | 2011-04-20 | 西北师范大学 | Synthesis method of 2-[4-(hydroxyphenoxy)] propionic acid |
Non-Patent Citations (2)
| Title |
|---|
| Preparation of (R)-2-(4-Hydroxyphenoxy)propionic Acid by Biotransformation;Christoph Dingler, et al.;《Pestic. Sci.》;19960131;第46卷(第1期);第33-35页 * |
| 微生物酶法制备芳氧苯氧丙酸酯类除草剂关键手性中间体的研究;姚侠;《中国优秀硕士全文论文数据库工程科技Ⅰ辑》;20150630(第6期);第B016-243页 * |
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| Publication number | Publication date |
|---|---|
| CN106119305A (en) | 2016-11-16 |
| CN105886557A (en) | 2016-08-24 |
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