CN106119305A - 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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- CN106119305A CN106119305A CN201610676250.6A CN201610676250A CN106119305A CN 106119305 A CN106119305 A CN 106119305A CN 201610676250 A CN201610676250 A CN 201610676250A CN 106119305 A CN106119305 A CN 106119305A
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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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- Chemical Kinetics & Catalysis (AREA)
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- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- 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 the preparation method of a kind of phenoxy propionic acid, and the present invention uses R 2 phenoxy propionic acid to be raw material, uses false dragonfly silk yeast 1 fermentation to be prepared from, and preparation process by-product of the present invention is few, and yield is high, is prepared as the purity of product up to more than 99.5%.
Description
Technical field
The present invention relates to the preparation method of a kind of R-4-hydroxyl-2-phenoxy propionic acid, belong to the synthesis system of pesticide intermediate
Standby technical field.
Background technology
China is a large agricultural country, and the consumption of pesticide is very big, important as modern agricultural systemof production of herbicide
Component, is means the most reliable, most economical in farmland weeding technology.But, traditional herbicide is because its toxicity is big, effect
Rate is low, dosage is big, effect on environment is the most progressively eliminated very greatly.Therefore, herbicide is proposed higher by modern
Requirement: efficiently, low toxicity.The most in succession develop a series of herbicide such as diphenyl ether and phenoxy propionic acid class, sulphonyl
Urea and imidazolone type, ureas containing pyridine ring, pyridazine class etc..Phenoxy propionic acid compounds has efficiently, low toxicity, remove
Grass spectrum is wide, selectivity high, use phase length, to the succession crop feature such as safely, be the herbicide that performance is best up to now
One of.
The method that existing R-4-hydroxyl-2-phenoxy propionic acid typically uses chemosynthesis, its course of reaction generates a large amount of secondary
Product, and be difficult to remove, have a strong impact on purification and the productivity of target product;Some method response time is long, and total recovery is on the low side;
Also some method needs to use catalyst, severe reaction conditions, and production cost is high, is not suitable for commercial production.
Summary of the invention
In order to solve above technical problem, the invention provides and a kind of utilize microbe fermentation method to prepare phenoxy propionic acid
Method.
The preparation method of the present invention is as follows:
Take false dragonfly silk yeast-1 strain, access in malt extract medium and carry out shake flask training under conditions of temperature 37 ± 1 DEG C
Supporting 8~24 hours preparation seed liquor, the seed liquor after cultivating accesses first class seed pot and cultivates 24 hours, adds secondary seed afterwards
Tank is cultivated 24 hours, and its training method is that conventional yeast is cultivated.
Taking R-2-phenoxy propionic acid and be configured to 25-30% solution, the inoculum concentration by 10% accesses false-1 two grade of kind of dragonfly silk yeast
Sub-liquid, 35-38 DEG C of aerobic fermentation 3-5 days, rear add hydrochloric acid acidifying, tune pH value is 2.0-3.0, efficient Liquid Detection R-4-hydroxyl
After base-2-phenoxy propionic acid purity is more than 90%, first with ceramic membrane filter, activated carbon decolorizing, then bag type filtering machine filtration, macropore
Resin absorption, after ammonia desorbing, 0.22 μm organic membrane secondary filter, rear condensing crystallizing, centrifugal drying.
Described false dragonfly silk yeast-1 is self-sizing strain, and its preserving number is CGMCC No.10734, is preserved in China micro-
Biological inoculum preservation administration committee, address is Yard 1, BeiChen xi Road, Chaoyang District, Beijing City 3, and preservation date is in April, 2015
23, Classification And Nomenclature was Candida zeylanoides.
The present invention uses false dragonfly silk yeast-1 bacterium of oneself selection-breeding, prepares R-4-with R-2-phenoxy propionic acid for fermenting raw materials
Hydroxyl-2-phenoxy propionic acid, whole process byproduct is few, pollutes few, and yield is high, be prepared as the purity of product up to 99.5% with
On.
Detailed description of the invention
Below in conjunction with embodiment, the present invention is further illustrated.
Embodiment 1
Take false dragonfly silk yeast-1 strain, access in malt extract medium and carry out shake flask training under conditions of temperature 37 ± 1 DEG C
Supporting 8~24 hours preparation seed liquor, the seed liquor after cultivating accesses first class seed pot and cultivates 24 hours, adds secondary seed afterwards
Tank is cultivated 24 hours, and its training method is that conventional yeast is cultivated.
Taking R-2-phenoxy propionic acid and be configured to 25-30% solution, the inoculum concentration by 10% accesses false-1 two grade of kind of dragonfly silk yeast
Sub-liquid, 35-38 DEG C of aerobic fermentation 3-5 days, rear add hydrochloric acid acidifying, tune pH value is 2.0-3.0, efficient Liquid Detection R-4-hydroxyl
After base-2-phenoxy propionic acid purity is more than 90%, first with ceramic membrane filter, activated carbon decolorizing, then bag type filtering machine filtration, macropore
Resin absorption, after ammonia desorbing, 0.22 μm organic membrane secondary filter, rear condensing crystallizing, centrifugal drying.Efficiently it is pure for Liquid Detection
Degree is 99.8%.
Claims (1)
1. the preparation method of a phenoxy propionic acid, it is characterised in that comprise the steps: to take false dragonfly silk yeast-1 strain, connect
Enter malt extract medium is carried out under conditions of temperature 37 ± 1 DEG C shake-flask culture 8~24 hours preparation seed liquor, after cultivating
Seed liquor access first class seed pot and cultivate 24 hours, the rear secondary seed tank that accesses is further cultured for 24 hours;Take R-2-phenoxy group third
Acid is configured to 25-30% solution, and the inoculum concentration by 10% accesses secondary seed solution, 35-38 DEG C of aerobic fermentation 3-5 days, adds salt afterwards
Acid acidifying, tune pH value is 2.0-3.0, after efficient Liquid Detection R-4-hydroxyl-2-phenoxy propionic acid purity is more than 90%, first with pottery
Porcelain membrane filtration, activated carbon decolorizing, then bag type filtering machine filter, macroporous resin adsorption, and after ammonia desorbing, 0.22 μm organic membrane is accurate
Filter, rear condensing crystallizing, centrifugal drying.
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)
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CN106119305A true CN106119305A (en) | 2016-11-16 |
CN106119305B CN106119305B (en) | 2019-07-09 |
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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 |
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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)
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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 |
---|
CHRISTOPH DINGLER, ET AL.: "Preparation of (R)-2-(4-Hydroxyphenoxy)propionic Acid by Biotransformation", 《PESTIC. SCI.》 * |
姚侠: "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", 《中国优秀硕士全文论文数据库工程科技Ⅰ辑》 * |
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CN105886557A (en) | 2016-08-24 |
CN106119305B (en) | 2019-07-09 |
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