CN109704950A - A kind of process for separation and purification of 3- hydracrylic acid - Google Patents
A kind of process for separation and purification of 3- hydracrylic acid Download PDFInfo
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- CN109704950A CN109704950A CN201910040391.2A CN201910040391A CN109704950A CN 109704950 A CN109704950 A CN 109704950A CN 201910040391 A CN201910040391 A CN 201910040391A CN 109704950 A CN109704950 A CN 109704950A
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- hydracrylic acid
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- hydracrylic
- acid
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Abstract
The invention discloses a kind of process for separation and purification of 3- hydracrylic acid, the following steps are included: step 1, the crude product aqueous solution containing 3- hydracrylic acid mixed with organic solvent, the poly- 3- hydracrylic acid of ice ethanol precipitation of 15-35 times of volume is added in mixed solution, is extracted；After step 2, obtained sediment are cleaned with ethyl alcohol, it is dried in vacuo 45-60min, obtains the poly- 3- hydracrylic acid of high-purity；Combination solvent will be added in remaining solution after extraction in step 1 in step 3, then distillation and concentration, and then be recrystallized；The solution that completion is recrystallized in step 3 is filtered by step 4, extracts resulting 3- hydracrylic acid.The present invention is handled the crude product aqueous solution containing 3- hydracrylic acid by relatively simple technique, is combined using the method for extraction and recrystallization, promotes the purity of the 3- hydracrylic acid of recycling greatly, is suitble to industrialized production.
Description
Technical field
The present invention relates to chemical technology field more particularly to a kind of process for separation and purification of 3- hydracrylic acid.
Background technique
3- hydracrylic acid is three carbon, without chiral organic acid, with lactic acid isomer each other.3- hydracrylic acid has hydroxyl
It is the precursor of many optically active substances with carboxyl Liang Ge functional group.It, which is dehydrated, can be generated acrylic acid, and oxidation generates the third two
Acid, reduction generate 1,3-PD, and polymerization generates high molecular material, are a kind of important chemical industry platform products.The U.S. in 2004
Ministry of Energy is classified as most potential one of the chemical products in 12 kinds of the world today.
Currently, the production method of 3- hydracrylic acid is chemical synthesis, mainly there are propene hydrate acid system and β-acrylonitrile to turn
Change method.But introducing functional group in one of carbon tip has very big difficulty, and its product is not readily separated purification, and production cost is higher, production
There are insecurity factors for process, and these unfavorable factors can be effectively avoided using microbial fermentation production 3- hydracrylic acid.
The research of microbe transformation method production 3- hydracrylic acid starts from the 1960s, but being constantly in laboratory stage, main packet
Include building genetic engineering bacterium method and wild mushroom fermentation method.Gene engineering research production 3- hydracrylic acid has two approach: with glucose
For substrate and using glycerol as the bioconversion route of substrate.Wherein, Wang Fenghuan of Beijing Technology and Business University et al. is by pneumonia gram
The acetaldehyde dehydrogenase (ALDH) from saccharomyces cerevisiae is expressed in the primary bacillus of thunder (K.pneumonia), has obtained one plant of energy benefit simultaneously
The recombinant bacterium of production 3- hydracrylic acid and 1,3-PD is coupled with glycerol, the yield of 3- hydracrylic acid is 5g/L.It is known
Can the wild strain of 3-hydroxyl ethylformic acid fermentation production mainly have: Han-senula miso, Fusarium merismoides,
Candidarugosa, Byssochlamys sp., Rhodococcus erythropolis LG12 and Klebsiella
terrigena.Wherein, Li Bing and Pei Jiang is gloomy screens the metabolizable microbial strains soil for generating 3- hydracrylic acid from bad border naturally
Raw Klebsiella (Klebsiellaterrigena) can produce 3- hydracrylic acid, acid producing ability by sole carbon source of glycerol
It is first to realize that wild-type strain directly fills metaplasia from glycerol into 3- hydracrylic acid for 1% (10g/L).
The purity of the 3- hydracrylic acid manufacture in the prior art produced is lower, is unable to satisfy practical needs, and produce work
Skill is cumbersome, product yield is low and energy consumption is high, proposes a kind of process for separation and purification of 3- hydracrylic acid thus.
Summary of the invention
The present invention puts forward a kind of process for separation and purification of 3- hydracrylic acid, to solve the above problems.
To achieve the goals above, present invention employs following technical solutions:
The process for separation and purification for designing a kind of 3- hydracrylic acid, includes the following steps:
Step 1 mixes the crude product aqueous solution containing 3- hydracrylic acid with organic solvent, and 15-35 times is added in mixed solution
The poly- 3- hydracrylic acid of the ice ethanol precipitation of volume, is extracted；
After step 2, obtained sediment are cleaned with ethyl alcohol, it is dried in vacuo 45-60min, obtains the poly- 3- hydracrylic acid of high-purity；
Combination solvent will be added in remaining solution after extraction in step 1 in step 3, then distillation and concentration, and then be tied again
It is brilliant；
The solution that completion is recrystallized in step 3 is filtered by step 4, extracts resulting 3- hydracrylic acid.
Preferably, the organic solvent in the step 1 is butyl ester or chloroform.
Preferably, the organic solvent in the step 1 is butyl ester.
Preferably, the combination solvent is the mixture of methylene chloride and butyl ester with volume ratio for 2-3:1.
Preferably, the ethyl acetate of 10 times of volumes and the mixture of ether are additionally added in the step 1.
Preferably, the volume ratio of the ethyl acetate and ether is 1:1-2.
A kind of process for separation and purification of 3- hydracrylic acid proposed by the present invention, beneficial effect are: the present invention is by more
Simple technique handles the crude product aqueous solution containing 3- hydracrylic acid, is combined using the method for extraction and recrystallization,
It promotes the purity of the 3- hydracrylic acid of recycling greatly, is suitble to industrialized production.
Specific embodiment
It is clearly and completely described below in conjunction with the technical solution in the embodiment of the present invention, it is clear that described reality
Applying example is only a part of the embodiment of the present invention, instead of all the embodiments.
Embodiment 1
A kind of process for separation and purification of 3- hydracrylic acid, includes the following steps:
Step 1 mixes the crude product aqueous solution 500mL containing 3- hydracrylic acid with 1.5L organic solvent, adds in mixed solution
The poly- 3- hydracrylic acid of ice ethanol precipitation for entering 15 times of volumes, is extracted；The quality percentage of the crude product aqueous solution of 3- hydracrylic acid
Than being detected as 25%；
After step 2, obtained sediment are cleaned with ethyl alcohol, it is dried in vacuo 45min, obtains the poly- 3- hydracrylic acid of high-purity；
Combination solvent will be added in remaining solution after extraction in step 1 in step 3, then distillation and concentration, and then be tied again
It is brilliant；
The solution that completion is recrystallized in step 3 is filtered by step 4, extracts resulting 3- hydracrylic acid.
Wherein, the organic solvent in the step 1 is butyl ester.
Wherein, the combination solvent is the mixture of methylene chloride and butyl ester with volume ratio for 2:1.
Wherein, the ethyl acetate of 10 times of volumes and the mixture of ether are additionally added in the step 1.
Wherein, the volume ratio of the ethyl acetate and ether is 1:2.
It is computed, the yield of 3- hydracrylic acid is 96.8%；
Through detecting, the isolated solution containing 3- hydracrylic acid, 3- hydracrylic acid purity is 99.9%.
Embodiment 2
A kind of process for separation and purification of 3- hydracrylic acid, includes the following steps:
Step 1 mixes the crude product aqueous solution 500mL containing 3- hydracrylic acid with 1.5L organic solvent, adds in mixed solution
The poly- 3- hydracrylic acid of ice ethanol precipitation for entering 35 times of volumes, is extracted；The quality percentage of the crude product aqueous solution of 3- hydracrylic acid
Than being detected as 25%；
After step 2, obtained sediment are cleaned with ethyl alcohol, it is dried in vacuo 60min, obtains the poly- 3- hydracrylic acid of high-purity；
Combination solvent will be added in remaining solution after extraction in step 1 in step 3, then distillation and concentration, and then be tied again
It is brilliant；
The solution that completion is recrystallized in step 3 is filtered by step 4, extracts resulting 3- hydracrylic acid.
Wherein, the organic solvent in the step 1 is butyl ester.
Wherein, the combination solvent is the mixture of methylene chloride and butyl ester with volume ratio for 3:1.
Wherein, the ethyl acetate of 10 times of volumes and the mixture of ether are additionally added in the step 1.
Wherein, the volume ratio of the ethyl acetate and ether is 1:1.
It is computed, the yield of 3- hydracrylic acid is 98.6%；
Through detecting, the isolated solution containing 3- hydracrylic acid, 3- hydracrylic acid purity is 99%.
Embodiment 3
A kind of process for separation and purification of 3- hydracrylic acid, includes the following steps:
Step 1 mixes the crude product aqueous solution 500mL containing 3- hydracrylic acid with 1.5L organic solvent, adds in mixed solution
The poly- 3- hydracrylic acid of ice ethanol precipitation for entering 15 times of volumes, is extracted；The quality percentage of the crude product aqueous solution of 3- hydracrylic acid
Than being detected as 25%；
After step 2, obtained sediment are cleaned with ethyl alcohol, it is dried in vacuo 50min, obtains the poly- 3- hydracrylic acid of high-purity；
Combination solvent will be added in remaining solution after extraction in step 1 in step 3, then distillation and concentration, and then be tied again
It is brilliant；
The solution that completion is recrystallized in step 3 is filtered by step 4, extracts resulting 3- hydracrylic acid.
Wherein, the organic solvent in the step 1 is butyl ester.
Wherein, the combination solvent is the mixture of methylene chloride and butyl ester with volume ratio for 2.5:1.
Wherein, the ethyl acetate of 10 times of volumes and the mixture of ether are additionally added in the step 1.
Wherein, the volume ratio of the ethyl acetate and ether is 1:1.5.
It is computed, the yield of 3- hydracrylic acid is 99.5%；
Through detecting, the isolated solution containing 3- hydracrylic acid, 3- hydracrylic acid purity is 99.9%.
The foregoing is only a preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto,
Anyone skilled in the art in the technical scope disclosed by the present invention, according to the technique and scheme of the present invention and its
Inventive concept is subject to equivalent substitution or change, should be covered by the protection scope of the present invention.
Claims (6)
1. a kind of process for separation and purification of 3- hydracrylic acid, characterized by the following steps:
Step 1 mixes the crude product aqueous solution containing 3- hydracrylic acid with organic solvent, and 15-35 times is added in mixed solution
The poly- 3- hydracrylic acid of the ice ethanol precipitation of volume, is extracted；
After step 2, obtained sediment are cleaned with ethyl alcohol, it is dried in vacuo 45-60min, obtains the poly- 3- hydracrylic acid of high-purity；
Combination solvent will be added in remaining solution after extraction in step 1 in step 3, then distillation and concentration, and then be tied again
It is brilliant；
The solution that completion is recrystallized in step 3 is filtered by step 4, extracts resulting 3- hydracrylic acid.
2. a kind of process for separation and purification of 3- hydracrylic acid according to claim 1, it is characterised in that: in the step 1
Organic solvent be butyl ester or chloroform.
3. a kind of process for separation and purification of 3- hydracrylic acid according to claim 2, it is characterised in that: in the step 1
Organic solvent be butyl ester.
4. a kind of process for separation and purification of 3- hydracrylic acid according to claim 1, it is characterised in that: the combination solvent
It with volume ratio is the mixture of 2-3:1 for methylene chloride and butyl ester.
5. a kind of process for separation and purification of 3- hydracrylic acid according to claim 1, it is characterised in that: in the step 1
It is additionally added the ethyl acetate of 10 times of volumes and the mixture of ether.
6. a kind of process for separation and purification of 3- hydracrylic acid according to claim 5, it is characterised in that: the ethyl acetate
Volume ratio with ether is 1:1-2.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109749936A (en) * | 2019-01-16 | 2019-05-14 | 徐州工程学院 | A kind of screening technique of 3- hydracrylic acid producing bacterial strain |
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| CN103274927A (en) * | 2013-06-08 | 2013-09-04 | 南京化工职业技术学院 | Purification method for nature abscisic acid |
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| WO2015152127A1 (en) * | 2014-03-31 | 2015-10-08 | 東レ株式会社 | Lactic acid manufacturing method |
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| CN103274927A (en) * | 2013-06-08 | 2013-09-04 | 南京化工职业技术学院 | Purification method for nature abscisic acid |
| WO2015152127A1 (en) * | 2014-03-31 | 2015-10-08 | 東レ株式会社 | Lactic acid manufacturing method |
| CN104450807A (en) * | 2014-12-10 | 2015-03-25 | 燃点科技（天津）有限公司 | Method for efficiently synthesizing poly-3-hydracrylic acid by using Escherichia coli |
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| CN109749936A (en) * | 2019-01-16 | 2019-05-14 | 徐州工程学院 | A kind of screening technique of 3- hydracrylic acid producing bacterial strain |
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