CN106554279A - A kind of method that succinate is extracted from succinic acid fermentation liquor - Google Patents
A kind of method that succinate is extracted from succinic acid fermentation liquor Download PDFInfo
- Publication number
- CN106554279A CN106554279A CN201510629799.5A CN201510629799A CN106554279A CN 106554279 A CN106554279 A CN 106554279A CN 201510629799 A CN201510629799 A CN 201510629799A CN 106554279 A CN106554279 A CN 106554279A
- Authority
- CN
- China
- Prior art keywords
- succinic acid
- succinate
- fermentation liquor
- acid fermentation
- extracting
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
The present invention relates to a kind of method that succinate is extracted from succinic acid fermentation liquor：Thalline and bulky grain suspension are removed using filter progress to succinic acid fermentation liquor, filtered fluid is obtained；Filtered fluid is carried out being concentrated to give concentrate；Concentrate is fully contacted under the action of an acid with alcohol, precipitation concerted reaction is esterified and is crystallized, obtains being esterified crystallized mixed feed liquid；Crystal in removing esterification crystallized mixed feed liquid obtains de- crystal esterification clear liquid；Then rectifying, obtains final product.The inventive method eliminates the subtractive process of succinic acid, salt in zymotic fluid is removed can simultaneously be effectively, with relatively low production cost, obtained succinate product purity is high, can be used for synthesizing light stabilizer, high-grade paint, bactericide, medicine intermediate or is hydrogenated to butanediol.
Description
Technical field
The present invention relates to a kind of method that succinate is extracted from succinic acid fermentation liquor, belongs to fine chemical technology neck
Domain.
Background technology
At present, the main chemical method using butane Jing maleic anhydrides of the production of succinic acid, this method high cost, seriously
Hinder the large-scale production of succinic acid.Compared with chemical method, by the use of cheap reproducible resource as the anaerobic organism of raw material
The features such as method production succinic acid has Atom economy high, process environmental protection and achievable low-carbon emission reduction, receive the U.S.,
The extensive concern of the National Academies such as Japan, Korea and China and industrial quarters.Due to two active hydroxy-acid groups, fourth
Diacid can occur esterification with alcohol and generate important succinate, and then synthesizes light stabilizer, high-grade paint, kills
Microbial inoculum, medicine intermediate are hydrogenated to butanediol.Drape over one's shoulders in many documents about the synthetic method of succinate
Dew.For example, Chinese invention patent 201310120279.2 by the way of chloro, alkali earth metal sulfate are modified to macropore
Styrene resin is modified, and modified resin is used for succinate synthesis with good heat-resistant stability and activity.
Li Xiang etc. adopts 3A molecular sieve adsorbing and dewatering technologies, with cationic ion-exchange resin NKC-9 as catalyst, succinic acid and isopropyl
Alcohol is Material synthesis diisopropyl ester amber acid (daily chemical industry, 2014 10 phase of volume 44 546-549 page).Zhao ground along etc.
9 kinds of different Lewis acidic ion liquids are prepared for using two-step method, and which have systematically been investigated to succinic acid and isopropanol
The catalytic performance of esterification, it is 88.9% and the reaction result of esterification yield 92.7% to obtain diisopropyl ester amber acid yield
(Journal of Chemical Industry and Engineering, 2014 2 phase of volume 65 561-569 page).The succinate synthetic method of such as the above document report
Using succinic acid or the aqueous solution containing succinic acid as raw material, but obtaining succinic acid sterling needs loaded down with trivial details process, especially
It is for bio-based succinic acid.
The separation of bio-based succinic acid is mainly including calcium salt method, electroosmose process, ammonium salt crystallization method, ion-exchange and film point
From method, these methods can be used alone or in combination to reach gratifying separating-purifying effect.United States Patent (USP)
US5168055 is reported and calcium salt is directly added in zymotic fluid, forms calcium succinate precipitation with succinic ion, then
The method for filtering precipitation, succinic acid product being obtained using sulfuric acid acidifying, by the way of crystallizing precipitation.US5143834、
JP2283289 separates acquisition succinic acid using electrolytic method with JP2944157, specifically by the succinate solution of low concentration
Electric decomposition is carried out, the supersaturated solution and alkali lye of succinic acid is made.Wherein, the alkali lye isolated may return to send out
Ferment pond is used to neutralize succinic acid, realizes reuse.However, the electrolysis process initial investment and operating cost are higher, and only
It is adapted to the monovalent salt zymotic fluid of electrolysis succinic acid, to succinic acid divalent salts zymotic fluid and does not apply to.Yun Suk Huh etc. are adopted
Expensive trioctylamine-n-octyl alcohol solution complexometric extraction succinic acid, the technique may affect fourth using the larger trioctylamine of toxicity
The quality of diacid, and need to remove before recovered solvent is reused albumen therein, pigment (Process Biochemistry,
2006 volume 41 page 1461-1465).US5958744 is disclosed in zymotic fluid, is added ammoniacal liquor and sulfuric acid to adjust soda acid
Degree, subsequently carries out the method that coarse crystallization and recrystallizing methanol obtain succinic acid.In the patent, ammoniacal liquor and sulfuric acid reaction are generated
Ammonium sulfate thermally decompose under 300 DEG C of hot conditions and ammoniacal liquor and sulfuric acid can be recycled, but have used in recrystallization process
The methyl alcohol of poison is unfriendly to environment.US20090234160 is reported and is obtained fourth from comprising alkali-metal succinate solution
The method of diacid, the characteristics of the technology utilization alkali metal sulfates are different from succinic acid solubility with temperature variation tendency,
Sulfuric acid, high temperature crystallization precipitate and separate is added to go out partial alkaline-metal sulfate in alkali metal succinate solution, then low temperature sinks
Form sediment and remove succinic acid crystal crude product, last succinic acid dissolving crude product, activated carbon decolorizing, recrystallization and dry acquisition succinic acid
Product, however, the step of disclosing in the patent is relatively complicated, alkali metal sulfates may affect the product of succinic acid product
Matter.
The content of the invention
The purpose of the present invention be for succinate in prior art preparation with succinic acid sterling as raw material, and bio-based fourth
The complicated problem of diacid separation process, proposes a kind of method that succinate is extracted from succinic acid fermentation liquor.
Technical scheme
A kind of method that succinate is extracted from succinic acid fermentation liquor, comprises the following steps：
(1) thalline and bulky grain suspension are removed using filter progress to succinic acid fermentation liquor, obtains filtered fluid；
(2) filtered fluid is carried out being concentrated to give concentrate；
(3) concentrate is fully contacted under the action of an acid with alcohol, is esterified and is crystallized precipitation concerted reaction, obtain ester
Change crystallized mixed feed liquid；
(4) crystal in removing esterification crystallized mixed feed liquid obtains de- crystal esterification clear liquid；
(5) de- crystal esterification clear liquid is obtained into succinate by the way of rectifying.
In step (1), described succinic acid fermentation liquor includes Escherichia coli, Actinobacillus in pH by the bacterial strain of succinic acid-producing
It is worth and produces for 6～7.5, anaerobic condition bottom fermentation, succinic acid concentration in zymotic fluid is 36.0～90.0g/L.
In step (1), sodium salt fermentation liquid of the succinic acid fermentation liquor selected from succinic acid, the ammonium salt zymotic fluid of succinic acid,
The sylvite zymotic fluid of succinic acid, the one kind in the calcium salt zymotic fluid of the magnesium salts zymotic fluid or succinic acid of succinic acid.
In step (1), the filter progress is by 0.2 μm of microfiltration membranes and molecular cut off by succinic acid fermentation liquor
For the ultrafiltration membrance filter of 5000 dalton.
In step (2), the filtered fluid concentration is referred to be concentrated into filtered fluid and is calculated as 15-60% with succinic acid mass content,
It is preferred that being calculated as 20-45% with succinic acid mass content.
In step (3), the alcohol includes the straight chain alcohol of C1-C16, the C1-C16 alcohol with side chain, carbon atoms 3-16
The aromatic radical alcohol of individual cycloalkyl alcohol and carbon atoms 3-16, be chosen in particular from methyl alcohol, ethanol, normal propyl alcohol, isopropanol,
One kind in n-butanol, isobutanol or the tert-butyl alcohol.
In step (3), the alcohol is 10 with the succinate mol ratio in concentrate:1-2:1, preferably 6:1-3:1.
In step (3), the acid is in hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid or the acidic materials containing sulfonic acid group
One kind, preferably sulfuric acid.
In step (3), the esterification and crystallization collaboration evolution reaction temperature are 20-110 DEG C, preferred 50-98 DEG C.In order to
Ensure that concentrate and alcohol are fully contacted in the effect of acid, can be to adopt stirring, ultrasonic or baffled reactor mode, but not only
It is limited to this.
In step (4), the method for the crystal in the removing esterification crystallized mixed feed liquid：Can be taken using staticly settling
The mode of clear liquid, or the mode for filtering, it is preferred to filter.Crystal in described removing esterification crystallized mixed feed liquid includes chlorine
Change sodium, sodium nitrate, sodium sulphate, sodium phosphate, sodium sulfonate, ammonium chloride, ammonium nitrate, ammonium sulfate, ammonium phosphate, biphosphate
Ammonium, diammonium hydrogen phosphate, ichthyodin, potassium chloride, potassium nitrate, potassium sulfate, potassium phosphate, potassium sulfonate, magnesium chloride, magnesium nitrate,
Magnesium sulfate, magnesium phosphate, sulfonic acid magnesium, calcium chloride, calcium nitrate, calcium sulfate, sulfoacid calcium.
In step (5), the operating pressure of the rectifying is 0.015-0.280MPa, preferred 0.02-0.15MPa.
Technique effect
It is different as raw material with succinic acid sterling and alcohol from traditional succinate synthesis, the present invention is a kind of to be sent out from succinic acid
The method that zymotic fluid directly obtains succinate, from succinic acid fermentation liquor directness, through filtration, concentration, esterification and essence
The step such as evaporate and succinate product is obtained, eliminate the subtractive process of succinic acid, can simultaneously be effectively removing fermentation
Salt in liquid, with relatively low production cost.The succinate product purity that the inventive method is obtained is high, can be used for closing
Into light stabilizer, high-grade paint, bactericide, medicine intermediate or it is hydrogenated to butanediol.
Specific embodiment
With reference to specific embodiment, the invention will be further described.In the present invention, the concentration of succinic acid adopts high-efficient liquid phase color
Chromatography, succinate content adopt the chromatographic column gas chromatographic analysis of Agilent DB-FFAP.
Embodiment 1
Take succinic acid concentration be 45.0g/L sodium salt fermentation liquid 100L through 0.2 μm microfiltration membranes and molecular cut off be
The ultrafiltration membrance filter removing thalline of 5000 dalton and bulky grain suspension, obtain ultrafiltrate 98L, and concentration is 45.3g/L,
Ultrafiltration concentration liquid is 60% to succinic acid mass concentration, obtains concentrate 7.4L.Upper concentrate is mixed with 12.0kg methyl alcohol,
Sulfuric acid 2.5kg is added, 58 DEG C of reaction 30min is stirred, is filtered sulfur acid sodium sediment, obtain being esterified clear liquid 19.0kg,
Rectifying under 0.05MPa obtains the dimethyl succinate 5.2kg that purity is 99.2%.
Embodiment 2
Take succinic acid concentration be 45.0g/L sodium salt fermentation liquid 100L through 0.2 μm microfiltration membranes and molecular cut off be
The ultrafiltration membrance filter removing thalline of 5000 dalton and bulky grain suspension, obtain ultrafiltrate 98L, and concentration is 45.3g/L,
Ultrafiltration concentration liquid is 60% to succinic acid mass concentration, obtains concentrate 7.4L.Upper concentrate is mixed with 17.0kg ethanol,
Sulfuric acid 2.5kg is added, 58 DEG C of reaction 30min is stirred, is filtered sulfur acid sodium sediment, obtain being esterified clear liquid 21.6kg,
Rectifying under 0.05MPa obtains the diethyl succinate 6.2kg that purity is 99.3%.
Embodiment 3
Take succinic acid concentration be 45.0g/L sodium salt fermentation liquid 100L through 0.2 μm microfiltration membranes and molecular cut off be
The ultrafiltration membrance filter removing thalline of 5000 dalton and bulky grain suspension, obtain ultrafiltrate 98L, and concentration is 45.3g/L,
Ultrafiltration concentration liquid is 60% to succinic acid mass concentration, obtains concentrate 7.4L.Upper concentrate is mixed with 23.0kg normal propyl alcohols
Close, add sulfuric acid 2.5kg, stir 60 DEG C of reaction 30min, filter sulfur acid sodium sediment, obtain being esterified clear liquid 27.2kg,
The rectifying under 0.03MPa obtains the succinic acid di-n-propyl ester 7.0kg that purity is 99.5%.
Embodiment 4
Take succinic acid concentration be 45.0g/L sodium salt fermentation liquid 100L through 0.2 μm microfiltration membranes and molecular cut off be
The ultrafiltration membrance filter removing thalline of 5000 dalton and bulky grain suspension, obtain ultrafiltrate 98L, and concentration is 45.3g/L,
Ultrafiltration concentration liquid is 60% to succinic acid mass concentration, obtains concentrate 7.4L.Upper concentrate is mixed with 23.0kg n-butanols
Close, add sulfuric acid 2.5kg, stir 60 DEG C of reaction 30min, filter sulfur acid sodium sediment, obtain being esterified clear liquid 27.4kg,
The rectifying under 0.03MPa obtains the succinic acid di-n-butyl 8.1kg that purity is 99.4%.
Embodiment 5
Take succinic acid concentration be 45.0g/L sodium salt fermentation liquid 100L through 0.2 μm microfiltration membranes and molecular cut off be
The ultrafiltration membrance filter removing thalline of 5000 dalton and bulky grain suspension, obtain ultrafiltrate 98L, and concentration is 45.3g/L,
Ultrafiltration concentration liquid is 60% to succinic acid mass concentration, obtains concentrate 7.4L.Upper concentrate is mixed with 23.0kg n-amyl alcohols
Close, add sulfuric acid 2.5kg, stir 60 DEG C of reaction 30min, filter sulfur acid sodium sediment, obtain being esterified clear liquid 26.8kg,
The rectifying under 0.03MPa obtains the two n-pentyl ester 8.0kg of succinic acid that purity is 99.6%.
Embodiment 6
Take succinic acid concentration be 45.0g/L sodium salt fermentation liquid 100L through 0.2 μm microfiltration membranes and molecular cut off be
The ultrafiltration membrance filter removing thalline of 5000 dalton and bulky grain suspension, obtain ultrafiltrate 98L, and concentration is 45.3g/L,
Ultrafiltration concentration liquid is 60% to succinic acid mass concentration, obtains concentrate 7.4L.Upper concentrate is mixed with 28.0kg cyclohexanol
Close, add sulfuric acid 2.5kg, stir 70 DEG C of reaction 30min, filter sulfur acid sodium sediment, obtain being esterified clear liquid 31.1kg,
The rectifying under 0.05MPa obtains the succinic acid dicyclohexyl maleate 5.2kg that purity is 99.8%.
Embodiment 7
Take succinic acid concentration be 45.0g/L sodium salt fermentation liquid 100L through 0.2 μm microfiltration membranes and molecular cut off be
The ultrafiltration membrance filter removing thalline of 5000 dalton and bulky grain suspension, obtain ultrafiltrate 98L, and concentration is 45.3g/L,
Ultrafiltration concentration liquid is 60% to succinic acid mass concentration, obtains concentrate 7.4L.Upper concentrate is mixed with 25.0kg phenmethylols
Close, add sulfuric acid 2.5kg, stir 50 DEG C of reaction 30min, filter sulfur acid sodium sediment, obtain being esterified clear liquid 28.7kg,
The rectifying under 0.05MPa obtains the succinic acid benzhydryl ester 4.2kg that purity is 99.6%.
Embodiment 8
Take succinic acid concentration be 45.0g/L sodium salt fermentation liquid 100L through 0.2 μm microfiltration membranes and molecular cut off be
The ultrafiltration membrance filter removing thalline of 5000 dalton and bulky grain suspension, obtain ultrafiltrate 98L, and concentration is 45.3g/L,
Ultrafiltration concentration liquid is 60% to succinic acid mass concentration, obtains concentrate 7.4L.Upper concentrate is mixed with 34.0kg laruyl alcohols
Close, add sulfuric acid 2.5kg, stir 58 DEG C of reaction 30min, filter sulfur acid sodium sediment, obtain being esterified clear liquid 37.4kg,
The rectifying under 0.05MPa obtains succinic acid dilauryl 4.3kg that purity is 99.8%.
Embodiment 9
Take succinic acid concentration be 40.0g/L ammonia salt zymotic fluid 100L through 0.2 μm microfiltration membranes and molecular cut off be
The ultrafiltration membrance filter removing thalline of 5000 dalton and bulky grain suspension, obtain ultrafiltrate 98L, and concentration is 39.3g/L,
Ultrafiltration concentration liquid is 60% to succinic acid mass concentration, obtains concentrate 6.2L.Upper concentrate is mixed with 17kg methyl alcohol,
Sulfuric acid 2.5kg is added, 58 DEG C of reaction 30min is stirred, is filtered liquid containing ammonium sulfate sediment, obtain being esterified clear liquid 20.1kg,
Rectifying under 0.05MPa obtains succinic acid dilauryl 4.0kg that purity is 99.9%.
Claims (10)
1. it is a kind of from succinic acid fermentation liquor extract succinate method, it is characterised in that comprise the following steps：
(1) thalline and bulky grain suspension are removed using filter progress to succinic acid fermentation liquor, obtains filtered fluid；
(2) filtered fluid is carried out being concentrated to give concentrate；
(3) concentrate is fully contacted under the action of an acid with alcohol, is esterified and is crystallized precipitation concerted reaction, be esterified
Crystallized mixed feed liquid；
(4) crystal in removing esterification crystallized mixed feed liquid obtains de- crystal esterification clear liquid；
(5) de- crystal esterification clear liquid is obtained into succinate by the way of rectifying；
In step (1), described succinic acid fermentation liquor is that 6～7.5, anaerobic condition issue in pH value by the bacterial strain of succinic acid-producing
Ferment production is obtained, and succinic acid concentration in zymotic fluid is 36.0～90.0g/L.
2. the method for extracting succinate as claimed in claim 1 from succinic acid fermentation liquor, it is characterised in that step (1)
In, sodium salt fermentation liquid of the succinic acid fermentation liquor selected from succinic acid, the ammonium salt zymotic fluid of succinic acid, the sylvite fermentation of succinic acid
Liquid, the one kind in the calcium salt zymotic fluid of the magnesium salts zymotic fluid or succinic acid of succinic acid.
3. the method for extracting succinate as claimed in claim 1 from succinic acid fermentation liquor, it is characterised in that step (1)
In, it is 5000 dalton super by 0.2 μm of microfiltration membranes and molecular cut off by succinic acid fermentation liquor that the filter progress is
Membrane filtration.
4. the method for extracting succinate as claimed in claim 1 from succinic acid fermentation liquor, it is characterised in that step (2)
In, the filtered fluid concentration is referred to be concentrated into filtered fluid and is calculated as 15-60% with succinic acid mass content.
5. the method for extracting succinate as claimed in claim 1 from succinic acid fermentation liquor, it is characterised in that step (3)
In, the one kind of the alcohol in methyl alcohol, ethanol, normal propyl alcohol, isopropanol, n-butanol, isobutanol or the tert-butyl alcohol.
6. the method for extracting succinate as claimed in claim 1 from succinic acid fermentation liquor, it is characterised in that step (3)
In, the alcohol is 10 with the succinate mol ratio in concentrate:1-2:1.
7. the method for extracting succinate as claimed in claim 1 from succinic acid fermentation liquor, it is characterised in that step (3)
In, the one kind of the acid in hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid or the acidic materials containing sulfonic acid group.
8. the method for extracting succinate as claimed in claim 1 from succinic acid fermentation liquor, it is characterised in that step (3)
In, it is described to be esterified and crystallize collaboration evolution reaction temperature for 20-110 DEG C.
9. the method for extracting succinate as claimed in claim 1 from succinic acid fermentation liquor, it is characterised in that step (4)
In, the method for the crystal in the removing esterification crystallized mixed feed liquid is：Using staticly settle take supernatant by the way of or filtration
Mode.
10. the method that succinate is extracted from succinic acid fermentation liquor as described in any one of claim 1 to 9, its feature exists
In, in step (5), the operating pressure of the rectifying is 0.015-0.280MPa.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510629799.5A CN106554279B (en) | 2015-09-28 | 2015-09-28 | A method of extracting succinate from succinic acid fermentation liquor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510629799.5A CN106554279B (en) | 2015-09-28 | 2015-09-28 | A method of extracting succinate from succinic acid fermentation liquor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106554279A true CN106554279A (en) | 2017-04-05 |
| CN106554279B CN106554279B (en) | 2018-12-11 |
Family
ID=58417040
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510629799.5A Active CN106554279B (en) | 2015-09-28 | 2015-09-28 | A method of extracting succinate from succinic acid fermentation liquor |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106554279B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113773174A (en) * | 2021-09-15 | 2021-12-10 | 花安堂生物科技集团有限公司 | Method for simultaneously extracting dihydric alcohol and organic acid ester from microbial fermentation broth |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102476989A (en) * | 2010-11-30 | 2012-05-30 | 中国科学院过程工程研究所 | Succinic acid separating apparatus and method based on full membrane separation system |
| CN103343147A (en) * | 2013-07-31 | 2013-10-09 | 山东兰典生物科技股份有限公司 | Method for preparing dibutyl succinate from cassava raw materials |
| WO2015085185A1 (en) * | 2013-12-06 | 2015-06-11 | Myriant Corporation | A process for preparing succinate ester |
-
2015
- 2015-09-28 CN CN201510629799.5A patent/CN106554279B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102476989A (en) * | 2010-11-30 | 2012-05-30 | 中国科学院过程工程研究所 | Succinic acid separating apparatus and method based on full membrane separation system |
| CN103343147A (en) * | 2013-07-31 | 2013-10-09 | 山东兰典生物科技股份有限公司 | Method for preparing dibutyl succinate from cassava raw materials |
| WO2015085185A1 (en) * | 2013-12-06 | 2015-06-11 | Myriant Corporation | A process for preparing succinate ester |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113773174A (en) * | 2021-09-15 | 2021-12-10 | 花安堂生物科技集团有限公司 | Method for simultaneously extracting dihydric alcohol and organic acid ester from microbial fermentation broth |
Also Published As
| Publication number | Publication date |
|---|---|
| CN106554279B (en) | 2018-12-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR101543485B1 (en) | Method for purifying an alcohol from a fermentation broth | |
| KR101787961B1 (en) | Process for manufacturing succinic acid | |
| CN113214076B (en) | Method for recovering lactic acid from lactic acid distillation kettle bottom liquid | |
| CN107344786B (en) | Method for treating ultraviolet absorbent UV-531 production wastewater | |
| CN111349006B (en) | Method for refining long-chain dicarboxylic acid | |
| CN102453011A (en) | Preparation method of high-purity naringenin | |
| CA2930711C (en) | A process for preparing succinate ester | |
| CN103804173B (en) | A kind of process for purification of fermentation organic acid | |
| KR20130057540A (en) | Methods for purifying lactic acid | |
| KR100828706B1 (en) | A method for purifying 5'-Inosinic acid fermentation broth via crystallization process | |
| CN106554279A (en) | A kind of method that succinate is extracted from succinic acid fermentation liquor | |
| TW201610164A (en) | A process for preparing succinic acid and succinate ester | |
| US8252922B2 (en) | Method for crystallizing sucralose | |
| CN109761793B (en) | Method for separating and purifying mixed dibasic acid by solution-melt crystallization coupling | |
| CN108516568B (en) | Production method of potassium nitrate | |
| CN106316836A (en) | Method for preparing butanedioic acid | |
| CN107129456B (en) | Production process for extracting L-tryptophan from fermentation liquor | |
| CN109796333B (en) | Method for extracting and purifying pravastatin sodium from fermentation liquor | |
| CN103087018A (en) | Preparation method of erythorbic acid | |
| CN115611748B (en) | Separation method of 1, 5-pentanediamine | |
| WO2014108163A2 (en) | Method for producing dicarboxylic acids | |
| CN103664729A (en) | Method for preparing L-pyroglutamic acid | |
| CN115974682B (en) | Clean production method for separating and purifying succinic acid by neutral fermentation liquor | |
| CN110803820B (en) | Treatment process for zero discharge of benzoic acid mother liquor wastewater | |
| KR102645017B1 (en) | Method for recovering organic acid by using co-crystal |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |