CN109575264B - Method for extracting polyhydroxyalkanoate by taking valerolactone as solvent - Google Patents
Method for extracting polyhydroxyalkanoate by taking valerolactone as solvent Download PDFInfo
- Publication number
- CN109575264B CN109575264B CN201811258805.0A CN201811258805A CN109575264B CN 109575264 B CN109575264 B CN 109575264B CN 201811258805 A CN201811258805 A CN 201811258805A CN 109575264 B CN109575264 B CN 109575264B
- Authority
- CN
- China
- Prior art keywords
- polyhydroxyalkanoate
- valerolactone
- solvent
- extracting
- gamma
- 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.)
- Expired - Fee Related
Links
- 239000005014 poly(hydroxyalkanoate) Substances 0.000 title claims abstract description 81
- 229920000903 polyhydroxyalkanoate Polymers 0.000 title claims abstract description 81
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 title claims abstract description 60
- 239000002904 solvent Substances 0.000 title claims abstract description 38
- 238000000034 method Methods 0.000 title claims abstract description 28
- 239000000843 powder Substances 0.000 claims abstract description 52
- 238000003756 stirring Methods 0.000 claims abstract description 12
- 238000000967 suction filtration Methods 0.000 claims abstract description 10
- 238000004108 freeze drying Methods 0.000 claims abstract description 9
- 238000005406 washing Methods 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000002156 mixing Methods 0.000 claims abstract description 3
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical group CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 claims description 76
- 238000001816 cooling Methods 0.000 claims description 8
- 238000010907 mechanical stirring Methods 0.000 claims description 2
- 238000000605 extraction Methods 0.000 abstract description 17
- 235000014113 dietary fatty acids Nutrition 0.000 abstract description 5
- 229930195729 fatty acid Natural products 0.000 abstract description 5
- 239000000194 fatty acid Substances 0.000 abstract description 5
- -1 fatty acid ester Chemical class 0.000 abstract description 5
- 239000003795 chemical substances by application Substances 0.000 abstract description 3
- 238000000926 separation method Methods 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000007795 chemical reaction product Substances 0.000 description 8
- 238000005886 esterification reaction Methods 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 230000032050 esterification Effects 0.000 description 4
- 238000000638 solvent extraction Methods 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 238000000769 gas chromatography-flame ionisation detection Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- LDLDJEAVRNAEBW-UHFFFAOYSA-N Methyl 3-hydroxybutyrate Chemical compound COC(=O)CC(C)O LDLDJEAVRNAEBW-UHFFFAOYSA-N 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 229940040102 levulinic acid Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- MCVVUJPXSBQTRZ-ONEGZZNKSA-N methyl (e)-but-2-enoate Chemical compound COC(=O)\C=C\C MCVVUJPXSBQTRZ-ONEGZZNKSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/88—Post-polymerisation treatment
- C08G63/90—Purification; Drying
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Biological Depolymerization Polymers (AREA)
Abstract
The invention relates to a method for extracting polyhydroxyalkanoate by taking valerolactone as a solvent. The method comprises the following steps: mixing the cell dry powder containing the polyhydroxyalkanoate with a valerolactone solvent, stirring and extracting at 120-160 ℃, carrying out suction filtration, centrifuging, washing with water, and freeze-drying to obtain the polyhydroxyalkanoate. The method provided by the invention takes environment-friendly high-boiling-point valerolactone as an extracting agent to separate and extract the polyhydroxyalkanoate from the cell dry powder, the purity of the obtained polyhydroxyalkanoate is up to 92%, the yield is up to 94%, and the valerolactone solvent can be repeatedly used for extracting the polyhydroxyalkanoate. The invention provides a simple, convenient, safe and environment-friendly extraction process for extracting the polyhydroxy fatty acid ester from the cell dry powder, and has industrial application prospect.
Description
Technical Field
The invention belongs to the field of separation and extraction of polyhydroxyalkanoate, and particularly relates to a method for extracting polyhydroxyalkanoate by taking valerolactone as a solvent.
Background
Polyhydroxyalkanoates (PHA) is an intracellular polyester synthesized by many bacteria, and has many excellent properties such as physical and chemical properties similar to those of synthetic plastics and biocompatibility, biodegradability, piezoelectricity, optical activity, gas barrier property, etc., which synthetic plastics do not have. The polyhydroxyalkanoate has wide application prospect in the aspects of tissue engineering materials, packaging materials, slow release materials, medical materials and the like. The production cost of the polyhydroxyalkanoate is higher than that of petrochemical synthetic plastics, so that the polyhydroxyalkanoate is not applied in a large scale at present. Among them, the separation and extraction of PHB is one of the main causes of high cost of PHB, and in order to make PHB widely used, it is necessary to reduce the cost of separation and extraction.
The solvent extraction method is a method of extracting and separating polyhydroxyalkanoate from cells by using the fact that it can be dissolved in some organic solvent. The solvent extraction method has the characteristics of no degradation to the molecules of the polyhydroxyalkanoate, high purity of the obtained polyhydroxyalkanoate and large molecular weight. The organic solvent used in the solvent extraction method at present mainly comprises chlorohydrocarbon azeotrope such as tetrahydrofuran, chloroform, methylene chloride, monochloroethane and the like. These solvents have the disadvantages of low boiling point, easy volatilization, easy explosion and toxicity, and are easy to cause a large amount of solvent loss, serious pollution to the environment and inconvenient operation.
Therefore, the development of an extraction method which is environment-friendly, convenient to operate and high in extraction yield has important research significance and application value.
Disclosure of Invention
The invention aims to overcome the defects that the solvent adopted in the solvent extraction method in the prior art has low boiling point, is volatile, explosive, toxic, easy to lose and causes serious pollution to the environment, and provides a method for extracting polyhydroxyalkanoate by taking valerolactone as the solvent. The method provided by the invention takes environment-friendly high-boiling-point valerolactone as an extracting agent to separate and extract the polyhydroxyalkanoate from the cell dry powder, the purity of the obtained polyhydroxyalkanoate is as high as 92%, the yield is as high as 94%, and the valerolactone solvent can be repeatedly used for extracting the polyhydroxyalkanoate. The invention provides a simple, convenient, safe and environment-friendly extraction process for extracting the polyhydroxy fatty acid ester from the cell dry powder, and has industrial application prospect.
In order to achieve the purpose, the invention adopts the following technical scheme:
a method for extracting polyhydroxyalkanoate by taking valerolactone as a solvent comprises the following steps: mixing the cell dry powder containing the polyhydroxyalkanoate with a valerolactone solvent, stirring and extracting at 120-160 ℃, carrying out suction filtration, centrifuging, washing with water, and freeze-drying to obtain the polyhydroxyalkanoate.
By using valerolactone as an extraction solvent, the high-efficiency extraction of the polyhydroxyalkanoate can be realized, the purity of the obtained polyhydroxyalkanoate is as high as 92%, and the yield is as high as 94%; furthermore, valerolactone is an environment-friendly high-boiling organic solvent (such as gamma-valerolactone with a boiling point of 207-208 ℃ and delta-valerolactone with a boiling point of 230 ℃), is not easy to volatilize, and the valerolactone has little loss in the extraction and separation process, so that the valerolactone is an environment-friendly extraction solvent.
The method provided by the invention has the advantages of simple process, environmental friendliness, high yield and high purity of the polyhydroxyalkanoate.
The selection of the dry cell powder containing polyhydroxyalkanoate of the present invention is arbitrary, such as a dry cell powder of a microorganism strain that can be fermented to produce polyhydroxyalkanoate.
Preferably, the valerolactone is gamma-valerolactone or delta-valerolactone.
More preferably, the valerolactone is gamma valerolactone.
The gamma-valerolactone can be prepared by hydrolyzing renewable biomass to prepare levulinic acid and then hydrogenating, and is a renewable solvent.
The extraction time is the common extraction time and can be adjusted and selected according to the extraction yield.
Preferably, the extraction time is 10 min-3 h.
More preferably, the temperature of the extraction is 140 ℃ and the time is 30 min.
Preferably, the mass-volume ratio of the cell dry powder to the valerolactone solvent is 1: 3-30 g/mL.
More preferably, the mass-to-volume ratio of the cell dry powder to the valerolactone solvent is 1:20 g/mL.
Preferably, the stirring manner is mechanical stirring.
Compared with the prior art, the invention has the following beneficial effects:
the method provided by the invention takes environment-friendly high-boiling-point valerolactone as an extracting agent to separate and extract the polyhydroxyalkanoate from the cell dry powder, the purity of the obtained polyhydroxyalkanoate is up to 92%, the yield is up to 94%, and the valerolactone solvent can be repeatedly used for extracting the polyhydroxyalkanoate. The invention provides a simple, convenient, safe and environment-friendly extraction process for extracting the polyhydroxy fatty acid ester from the cell dry powder, and has industrial application prospect.
Drawings
FIG. 1 is a diagram showing a powder of polyhydroxyalkanoate obtained after freeze-drying in example 1;
FIG. 2 is a GC analysis of the methyl esterification reaction product of polyhydroxyalkanoate powder obtained in example 1.
Detailed Description
The invention is further illustrated by the following examples. These examples are intended to illustrate the invention and are not intended to limit the scope of the invention. Experimental procedures without specific conditions noted in the examples below, generally according to conditions conventional in the art or as suggested by the manufacturer; the raw materials, reagents and the like used are, unless otherwise specified, those commercially available from the conventional markets and the like. Any insubstantial changes and substitutions made by those skilled in the art based on the present invention are intended to be covered by the claims.
Example 1
A method for extracting polyhydroxyalkanoate by using gamma-valerolactone as a solvent comprises the following steps:
(1) adding 1 g of cell dry powder containing 45% of polyhydroxyalkanoate and 20 mL of gamma-valerolactone solvent into a round-bottom flask which is heated to 140 ℃ in advance, mechanically stirring at 300 revolutions per minute, and keeping at 140 ℃ for 30 min;
(2) carrying out hot suction filtration on the reaction product obtained in the step (1) at the constant temperature of 140 ℃ to obtain a gamma-valerolactone solution extracted with the polyhydroxyalkanoate, pouring the gamma-valerolactone solution into a 25 mL centrifuge tube, cooling to room temperature, centrifuging for 15 minutes in a centrifuge at 5000 rpm, wherein the polyhydroxyalkanoate exists at the bottom of the centrifuge tube in a powder form, and the gamma-valerolactone solution exists above the polyhydroxyalkanoate powder;
(3) performing solid-liquid separation on the powder containing the polyhydroxyalkanoate in the centrifuge tube in the step (2) and gamma-valerolactone, wherein the gamma-valerolactone can be used for repeatedly extracting the polyhydroxyalkanoate in the dry cell powder based on the step; after the solid product of the obtained product was washed with water to remove the solvent and freeze-dried, 0.46 g of polyhydroxyalkanoate powder was obtained, and a sample pattern was shown in FIG. 1. 0.20 g of the freeze-dried powder was taken and reacted with an excess amount of methanol at 100 ℃ in the presence of sulfuric acid as a catalyst, and the polyhydroxyalkanoates were completely converted into methyl esterification products (e.g., methyl 3-hydroxybutyrate, methyl crotonate, methyl 3-methylmethylmethylether butyrate, etc.) (see FIG. 2), and the contents of the methyl esterification products were measured by GC-FID measurement (appl. environ. Microbiol. 1988, 54, 2924), and the contents (0.184 g) and the purity (92%) of polyhydroxyalkanoates were obtained. And the yield was calculated using the following formula:
the yield is up to 94% by calculation.
Example 2
A method for extracting polyhydroxyalkanoate by using gamma-valerolactone as a solvent comprises the following steps:
(1) adding 1 g of cell dry powder containing 45% of polyhydroxyalkanoate and 20 mL of gamma-valerolactone solvent into a round-bottom flask which is heated to 150 ℃ in advance, mechanically stirring at 300 revolutions per minute, and keeping at 150 ℃ for 20 min;
(2) carrying out hot suction filtration on the reaction product obtained in the step (1) at a constant temperature of 150 ℃ to obtain a gamma-valerolactone solution extracted with the polyhydroxyalkanoate, pouring the gamma-valerolactone solution into a 25 mL centrifuge tube, cooling to room temperature, centrifuging for 15 minutes in a centrifuge at 5000 rpm, wherein the polyhydroxyalkanoate exists at the bottom of the centrifuge tube in a powder form, and the gamma-valerolactone solution exists above the polyhydroxyalkanoate powder;
(3) performing solid-liquid separation on the powder containing the polyhydroxyalkanoate in the centrifuge tube in the step (2) and gamma-valerolactone, wherein the gamma-valerolactone can be used for repeatedly extracting the polyhydroxyalkanoate in the dry cell powder based on the step; the obtained solid product was washed with water and freeze-dried to obtain 0.44 g of polyhydroxyalkanoate powder; after the obtained powder is subjected to methanol esterification reaction, the content of the methyl esterification product is detected by a GC-FID detection method, so that the purity of the polyhydroxy fatty acid ester is 92 percent, and the yield is up to 90 percent.
Example 3
A method for extracting polyhydroxyalkanoate by using gamma-valerolactone as a solvent comprises the following steps:
(1) 1 g of cell dry powder containing 45% of polyhydroxyalkanoate and 30 mL of gamma-valerolactone solvent are added into a round-bottom flask which is heated to 120 ℃ in advance, and are mechanically stirred at 300 revolutions per minute and kept at 120 ℃ for 3 hours;
(2) and (2) carrying out hot suction filtration on the reaction product obtained in the step (1) at a constant temperature of 110 ℃ to obtain a gamma-valerolactone solution extracted with the polyhydroxyalkanoate, pouring the gamma-valerolactone solution into a centrifuge tube, cooling to room temperature, carrying out centrifugal separation in a centrifuge to obtain solid powder containing the polyhydroxyalkanoate, and washing and freeze-drying the obtained solid powder to obtain polyhydroxyalkanoate powder.
Example 4
A method for extracting polyhydroxyalkanoate by using gamma-valerolactone as a solvent comprises the following steps:
(1) adding 10 g of cell dry powder containing 65% polyhydroxyalkanoate and 30 mL of gamma-valerolactone solvent into a round-bottom flask which is heated to 160 ℃ in advance, mechanically stirring at 300 revolutions per minute, and keeping at 160 ℃ for 20 min;
(2) and (2) carrying out hot suction filtration on the reaction product obtained in the step (1) at a constant temperature of 160 ℃ to obtain a gamma-valerolactone solution extracted with the polyhydroxyalkanoate, pouring the gamma-valerolactone solution into a centrifuge tube, cooling to room temperature, carrying out centrifugal separation in a centrifuge to obtain solid powder containing the polyhydroxyalkanoate, and washing and freeze-drying the obtained solid powder to obtain polyhydroxyalkanoate powder.
Example 5
A method for extracting polyhydroxyalkanoate by using gamma-valerolactone as a solvent comprises the following steps:
(1) adding 1 g of cell dry powder containing 65% polyhydroxyalkanoate and 30 mL of gamma-valerolactone solvent into a round-bottom flask which is heated to 160 ℃ in advance, mechanically stirring at 300 revolutions per minute, and keeping at 160 ℃ for 10 min;
(2) and (2) carrying out hot suction filtration on the reaction product obtained in the step (1) at a constant temperature of 160 ℃ to obtain a gamma-valerolactone solution extracted with the polyhydroxyalkanoate, pouring the gamma-valerolactone solution into a centrifuge tube, cooling to room temperature, carrying out centrifugal separation in a centrifuge to obtain solid powder containing the polyhydroxyalkanoate, and washing and freeze-drying the obtained solid powder to obtain polyhydroxyalkanoate powder.
Example 6
A method for extracting polyhydroxyalkanoate by using gamma-valerolactone as a solvent comprises the following steps:
(1) 1 g of cell dry powder containing 65% of polyhydroxyalkanoate and 10 mL of gamma-valerolactone solvent are added into a round-bottom flask which is heated to 160 ℃ in advance, and are mechanically stirred at 300 revolutions per minute and kept at 130 ℃ for 2 hours;
(2) and (2) carrying out hot suction filtration on the reaction product obtained in the step (1) at a constant temperature of 130 ℃ to obtain a gamma-valerolactone solution extracted with the polyhydroxyalkanoate, pouring the gamma-valerolactone solution into a centrifuge tube, cooling to room temperature, carrying out centrifugal separation in a centrifuge to obtain solid powder containing the polyhydroxyalkanoate, and washing and freeze-drying the obtained solid powder to obtain polyhydroxyalkanoate powder.
Example 7
A method for extracting polyhydroxyalkanoate by using delta-valerolactone as a solvent comprises the following steps:
(1) adding 1 g of cell dry powder containing 45% of polyhydroxyalkanoate and 20 mL of gamma-valerolactone solvent into a round-bottom flask which is heated to 140 ℃ in advance, mechanically stirring at 300 revolutions per minute, and keeping at 140 ℃ for 30 min;
(2) and (2) carrying out hot suction filtration on the reaction product obtained in the step (1) at the constant temperature of 140 ℃ to obtain a gamma-valerolactone solution extracted with the polyhydroxyalkanoate, pouring the gamma-valerolactone solution into a 25 mL centrifuge tube, cooling to room temperature, centrifuging for 15 minutes in a centrifuge at 5000 rpm to obtain solid powder containing the polyhydroxyalkanoate, and washing and freeze-drying the obtained solid powder to obtain polyhydroxyalkanoate powder. After the obtained powder is esterified by methanol, the content of a methyl esterification product is detected by a GC-FID detection method, so that the purity of the polyhydroxy fatty acid ester is 91 percent, and the yield is up to 91 percent.
It will be appreciated by those of ordinary skill in the art that the examples provided herein are intended to assist the reader in understanding the principles of the invention and are to be construed as being without limitation to such specifically recited examples and embodiments. Those skilled in the art can make various other specific changes and combinations based on the teachings of the present invention without departing from the spirit of the invention, and these changes and combinations are within the scope of the invention.
Claims (4)
1. A method for extracting polyhydroxyalkanoate by taking valerolactone as a solvent is characterized by comprising the following steps: mixing cell dry powder containing polyhydroxyalkanoate with a valerolactone solvent, stirring at 120-160 ℃, carrying out suction filtration while hot, cooling to room temperature, centrifuging, washing with water, and freeze-drying to obtain polyhydroxyalkanoate; the valerolactone is gamma-valerolactone; the stirring time is 10 min-3 h; the mass-volume ratio of the cell dry powder to the valerolactone solvent is 1: 3-30 g/mL.
2. The method of claim 1, wherein the stirring is carried out at a temperature of 140 ℃ for a period of 30 min.
3. The method according to claim 1, wherein the mass-to-volume ratio of the dry cell powder to the valerolactone solvent is 1:20 g/mL.
4. The method of claim 1, wherein the stirring is mechanical stirring.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811258805.0A CN109575264B (en) | 2018-10-26 | 2018-10-26 | Method for extracting polyhydroxyalkanoate by taking valerolactone as solvent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811258805.0A CN109575264B (en) | 2018-10-26 | 2018-10-26 | Method for extracting polyhydroxyalkanoate by taking valerolactone as solvent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109575264A CN109575264A (en) | 2019-04-05 |
| CN109575264B true CN109575264B (en) | 2021-09-28 |
Family
ID=65920937
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811258805.0A Expired - Fee Related CN109575264B (en) | 2018-10-26 | 2018-10-26 | Method for extracting polyhydroxyalkanoate by taking valerolactone as solvent |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109575264B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111647151B (en) * | 2020-06-10 | 2022-09-23 | 珠海麦得发生物科技股份有限公司 | Efficient full-automatic secondary PHA purification process |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1688629A (en) * | 2002-08-06 | 2005-10-26 | 梅塔博利克斯股份有限公司 | Polymer extraction methods |
| CN1800235A (en) * | 2005-10-19 | 2006-07-12 | 深圳市奥贝尔科技有限公司 | Method for extracting high purity PHAs (Polyhydroxyalkanoates) from wet thallus |
| CN1844185A (en) * | 2006-03-06 | 2006-10-11 | 清华大学 | Method for extracting intracellular poly hydroxy fatty acid in microbe |
| US20080260655A1 (en) * | 2006-11-14 | 2008-10-23 | Dov Tamarkin | Substantially non-aqueous foamable petrolatum based pharmaceutical and cosmetic compositions and their uses |
-
2018
- 2018-10-26 CN CN201811258805.0A patent/CN109575264B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1688629A (en) * | 2002-08-06 | 2005-10-26 | 梅塔博利克斯股份有限公司 | Polymer extraction methods |
| CN1800235A (en) * | 2005-10-19 | 2006-07-12 | 深圳市奥贝尔科技有限公司 | Method for extracting high purity PHAs (Polyhydroxyalkanoates) from wet thallus |
| CN1844185A (en) * | 2006-03-06 | 2006-10-11 | 清华大学 | Method for extracting intracellular poly hydroxy fatty acid in microbe |
| US20080260655A1 (en) * | 2006-11-14 | 2008-10-23 | Dov Tamarkin | Substantially non-aqueous foamable petrolatum based pharmaceutical and cosmetic compositions and their uses |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109575264A (en) | 2019-04-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5600333B2 (en) | Polymer extraction method | |
| Yabueng et al. | Toward non-toxic and simple recovery process of poly (3-hydroxybutyrate) using the green solvent 1, 3-dioxolane | |
| CN100448911C (en) | Method for extracting intracellular poly hydroxy fatty acid in microbe | |
| JP4945447B2 (en) | Extraction method of single solvent polymer | |
| JP5679411B2 (en) | Method for producing polylactic acid | |
| BRPI0501844B1 (en) | process for extraction and recovery of polyhydroxyalkanoates (phas) from bacterial cell biomass | |
| CN107098875B (en) | A kind of preparation method of poly- furandicarboxylic acid binary alcohol esters | |
| CN109575264B (en) | Method for extracting polyhydroxyalkanoate by taking valerolactone as solvent | |
| JP5059401B2 (en) | Process for producing polyhydroxyalkanoate | |
| CN108569950B (en) | Method for preparing n-butanol by poly 3-hydroxybutyrate industrial crude product one-pot method | |
| US20050239998A1 (en) | Method for producing polyhydroxyalkanoate | |
| US7098298B2 (en) | Method for producing polyhydroxyalkanoate crystal | |
| CN113735817B (en) | Preparation method of aliphatic cyclic oligoester | |
| CN111196793A (en) | Preparation method of 2, 5-furan dicarboxylic acid dialkyl ester | |
| WO2013016566A1 (en) | Methods of extracting polyhydroxyalkanoates from pha-containing bacterial cells | |
| CN102492737A (en) | Method for separating and purifying polyhydroxyalkanoate from interiors of microbial cells | |
| CA2954654A1 (en) | Novel lactic acid recovery process | |
| CN108503732B (en) | Dehydroabietyl amide internal plasticization PVC material and preparation method thereof | |
| CN110963984B (en) | Furan dicarboxyl-polyhydroxy acid ester plasticizer and application thereof | |
| EP1693397A1 (en) | Process for producing polyhydroxyalkanoate crystal | |
| Hong | Purification of 1, 3-propanediol for production of polytrimethylene terephthalate (PTT) from biomass | |
| Espejo Alfonso | Evaluation of different methods of extracting polyhydroxyoctanoate (PHO) produced from pseudomonas putida KT2440 | |
| JP5507793B2 (en) | Process for producing polyhydroxyalkanoate | |
| US7153928B2 (en) | Method for producing polyhydroxyalkanoate crystal | |
| Du et al. | Preparation of Terephthalic acid (TPA) and Dioctyl terephthalate (DOTP) by Anthracite's Alkali Oxygen Oxidation |
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 | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20210908 Address after: 528300 room 3, building B, Athens building, No. 1, Chenggong Road, Gujian village, Daliang street, Shunde District, Foshan City, Guangdong Province Applicant after: Yikeyou Biodegradable Materials Research Institute (Guangdong) Co.,Ltd. Address before: 523000, 1, University Road, Songshan science and Technology Industrial Park, Guangdong, Dongguan Applicant before: DONGGUAN University OF TECHNOLOGY |
|
| TA01 | Transfer of patent application right | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20210928 |