CN115216465A - Membrane separation process-based acrylamide preparation method - Google Patents

Membrane separation process-based acrylamide preparation method Download PDF

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CN115216465A
CN115216465A CN202210973558.2A CN202210973558A CN115216465A CN 115216465 A CN115216465 A CN 115216465A CN 202210973558 A CN202210973558 A CN 202210973558A CN 115216465 A CN115216465 A CN 115216465A
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nitrile hydratase
acrylamide
separation process
membrane separation
iptg
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黎常宏
黎慧敏
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Wuhan Hongzeyi Carbon Environmental Technology Co ltd
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    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/88—Lyases (4.)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
    • C12N1/20—Bacteria; Culture media therefor
    • 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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y402/00—Carbon-oxygen lyases (4.2)
    • C12Y402/01—Hydro-lyases (4.2.1)
    • C12Y402/01084—Nitrile hydratase (4.2.1.84)
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    • C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
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    • C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
    • C12R2001/365—Nocardia
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
    • C12R2001/38—Pseudomonas

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Abstract

The invention relates to the technical field of acrylamide synthesis. The invention provides an acrylamide preparation method based on a membrane separation process, which comprises the following steps: (1) Culturing the strain with a proliferation culture medium at 31-35 ℃ to obtain a bacterial liquid; (2) Mixing the bacterial liquid with IPTG, and inducing for 8-12 h at 26-28 ℃ to obtain nitrile hydratase fermentation liquid; (3) Concentrating nitrile hydratase fermentation liquor by using a membrane separation process to obtain nitrile hydratase concentrated solution; (4) Nitrile hydratase concentrate, phosphate buffer and acrylonitrile were mixed in a ratio of 1:25 to 30: 3-5, and reacting to obtain the acrylamide. The preparation method can improve the production efficiency and the thallus utilization rate, quickly obtain the acrylamide, easily separate the obtained acrylamide, and simultaneously can carry out production by adopting common strains, thereby avoiding the complexity of strain screening.

Description

Membrane separation process-based acrylamide preparation method
Technical Field
The invention relates to the technical field of acrylamide synthesis, in particular to an acrylamide preparation method based on a membrane separation process.
Background
Acrylamide is an important organic chemical raw material and is mainly used for synthesizing polyacrylamide. The polyacrylamide can be used as a flocculating agent, a thickening agent, a reinforcing agent and the like, is widely applied to a plurality of economic fields of papermaking, coal, geology, metallurgy, textile, chemical industry, food and the like, and particularly has more prominent application in the petroleum industry.
The microbial enzyme catalysis method has no complex process of a sulfuric acid hydration method, and has no defect that a copper catalysis hydration method contains a small amount of by-products due to addition reaction, and the monomer produced by the microbial method is particularly suitable for producing polyacrylamide with ultrahigh molecular weight due to low impurity content and high activity. In the current process for producing acrylamide by a microbiological method, the problems of poor enzyme activity stability of strains, low tolerance to substrates and products, further conversion of the product acrylamide to a byproduct acrylic acid and the like still commonly exist. Therefore, it is important to improve the process of the microbial enzyme catalysis method and further improve the production efficiency.
Disclosure of Invention
The invention aims to provide a membrane separation process-based acrylamide preparation method, which improves the production efficiency and the thallus utilization rate and quickly obtains acrylamide.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides an acrylamide preparation method based on a membrane separation process, which comprises the following steps:
(1) Culturing the strain with a proliferation culture medium at 31-35 ℃ to obtain a bacterial liquid;
(2) Mixing the bacterial liquid with IPTG, and inducing for 8-12 h at 26-28 ℃ to obtain nitrile hydratase fermentation liquid;
(3) Concentrating nitrile hydratase fermentation liquor by using a membrane separation process to obtain nitrile hydratase concentrated solution;
(4) Nitrile hydratase concentrate, phosphate buffer and acrylonitrile were mixed in a 1:25 to 30: 3-5, and reacting to obtain the acrylamide.
Preferably, the bacterial species in step (1) is one or more of rhodococcus, nocardia and pseudomonas.
Preferably, the proliferation medium in step (1) is prepared from the following raw materials in parts by weight: 8 to 12 portions of trypsin, 6 to 8 portions of yeast extract, 3 to 5 portions of glucose, 0.1 to 0.3 portion of urea and 970 to 980 portions of water; the pH value of the proliferation culture medium is 7.0-7.4.
Preferably, OD of the bacterial suspension in the step (1) 600 0.5 to 0.7.
Preferably, the concentration of IPTG after mixing the bacterial solution and IPTG in the step (2) is 0.2-0.3 mM.
Preferably, the membrane used in the membrane separation process in step (3) has a pore size of 0.05 to 0.08. Mu.m.
Preferably, the pressure during concentration in step (3) is 0.4 to 0.8MPa.
Preferably, the volume of the nitrile hydratase concentrate obtained after the concentration in the step (3) is 10 to 20% of the volume of the nitrile hydratase fermentation broth.
Preferably, the temperature during the reaction in the step (4) is 27 to 30 ℃ and the pH value during the reaction is 6.9 to 7.1.
The invention provides an acrylamide preparation method based on a membrane separation process, which comprises the following steps: (1) Culturing the strain with a proliferation culture medium at 31-35 ℃ to obtain a bacterial liquid; (2) Mixing the bacterial liquid with IPTG, and inducing for 8-12 h at 26-28 ℃ to obtain nitrile hydratase fermentation liquor; (3) Concentrating nitrile hydratase fermentation liquor by using a membrane separation process to obtain nitrile hydratase concentrated solution; (4) Nitrile hydratase concentrate, phosphate buffer and acrylonitrile were mixed in a ratio of 1:25 to 30: 3-5, and reacting to obtain the acrylamide. The preparation method can improve the production efficiency and the thallus utilization rate, quickly obtain the acrylamide, easily separate the obtained acrylamide, and simultaneously can carry out production by adopting common strains, thereby avoiding the complexity of strain screening.
Detailed Description
The invention provides an acrylamide preparation method based on a membrane separation process, which comprises the following steps:
(1) Culturing the strain with a proliferation culture medium at 31-35 ℃ to obtain a bacterial liquid;
(2) Mixing the bacterial liquid with IPTG, and inducing for 8-12 h at 26-28 ℃ to obtain nitrile hydratase fermentation liquid;
(3) Concentrating nitrile hydratase fermentation liquor by using a membrane separation process to obtain nitrile hydratase concentrated solution;
(4) Nitrile hydratase concentrate, phosphate buffer and acrylonitrile were mixed in a 1:25 to 30: 3-5, and reacting to obtain the acrylamide.
In the present invention, the temperature for the culture in step (1) is preferably 32 to 34 ℃, and more preferably 33 ℃.
In the present invention, the temperature of the induction in the step (2) is preferably 27 ℃.
In the present invention, the time for the induction in step (2) is preferably 9 to 11 hours, and more preferably 10 hours.
In the present invention, the volume ratio of the nitrile hydratase concentrate, the phosphate buffer solution, and acrylonitrile in step (4) is preferably 1:26 to 29:3.5 to 4.5, more preferably 1:27 to 28:4.
in the present invention, the bacterial species in step (1) is preferably one or more of rhodococcus, nocardia and pseudomonas.
In the present invention, the proliferation medium in step (1) is preferably prepared from the following raw materials in parts by weight: 8 to 12 portions of trypsin, 6 to 8 portions of yeast extract, 3 to 5 portions of glucose, 0.1 to 0.3 portion of urea and 970 to 980 portions of water, and further preferably 10 portions of trypsin, 7 portions of yeast extract, 4 portions of glucose, 0.2 portion of urea and 978.8 portions of water.
In the present invention, the pH of the growth medium in step (1) is preferably 7.0 to 7.4, more preferably 7.1 to 7.3, and still more preferably 7.2.
In the present invention, OD of the bacterial liquid in the step (1) 600 Preferably 0.5 to 0.7, and more preferably 0.6.
In the present invention, the concentration of IPTG in the mixture of the bacterial liquid and IPTG in step (2) is 0.2 to 0.3mM, more preferably 0.25mM.
In the present invention, the pore diameter of the membrane for the membrane separation process in step (3) is preferably 0.05 to 0.08. Mu.m, and more preferably 0.06 to 0.07. Mu.m.
In the present invention, the pressure at the time of concentration in step (3) is preferably 0.4 to 0.8MPa, more preferably 0.5 to 0.7MPa, and still more preferably 0.6MPa.
In the present invention, the volume of the nitrile hydratase concentrate obtained after the concentration in the step (3) is preferably 10 to 20%, more preferably 15% of the volume of the nitrile hydratase fermentation liquid.
In the present invention, the temperature during the reaction in the step (4) is preferably 27 to 30 ℃, and more preferably 28 to 29 ℃.
In the present invention, the pH value during the reaction in step (4) is preferably 6.9 to 7.1, and more preferably 7.0.
The technical solutions provided by the present invention are described in detail below with reference to examples, but they should not be construed as limiting the scope of the present invention.
Example 1
(1) The Nocardia bacteria were cultured in a proliferation medium (8 parts trypsin, 8 parts yeast extract, 3 parts glucose, 0.1 part urea, 980 parts water; pH = 7.0) at 31 ℃ to OD 600 =0.7, and obtaining a bacterial liquid;
(2) Mixing the bacterial liquid with IPTG to ensure that the concentration of IPTG in the bacterial liquid reaches 0.2mM, and inducing for 8 hours at the temperature of 28 ℃ to obtain nitrile hydratase fermentation liquid;
(3) Concentrating nitrile hydratase fermentation liquor by using a membrane with the aperture of 0.05 mu m under the pressure of 0.8MPa by adopting a membrane separation process to obtain nitrile hydratase concentrated solution after the nitrile hydratase concentrated solution is concentrated to 10% of the original volume;
(4) Nitrile hydratase concentrate, phosphate buffer and acrylonitrile were mixed in a 1:30:3, and reacting at 30 ℃ and pH =6.9 to obtain acrylamide.
As a result: after the test is finished, the conversion rate of acrylamide is detected, and the result shows that the conversion rate of acrylamide is 99.3%.
Example 2
(1) Culturing Pseudomonas in proliferation medium (trypsin 12 parts, yeast extract 6 parts, glucose 5 parts, urea 0.3 part, and water 970 parts; pH = 7.4) at 35 deg.COD 600 =0.5, obtaining a bacterial liquid;
(2) Mixing the bacterial liquid with IPTG to ensure that the concentration of the IPTG in the bacterial liquid reaches 0.3mM, and inducing for 12 hours at the temperature of 26 ℃ to obtain nitrile hydratase fermentation liquid;
(3) Concentrating nitrile hydratase fermentation liquor by using a membrane with the aperture of 0.08 mu m under the pressure of 0.4MPa by adopting a membrane separation process to obtain nitrile hydratase concentrated solution after the nitrile hydratase concentrated solution is concentrated to 20% of the original volume;
(4) Nitrile hydratase concentrate, phosphate buffer and acrylonitrile were mixed in a ratio of 1:25:5, and reacting at 27 ℃ and pH =7.1 to obtain acrylamide.
As a result: after the test, the conversion rate of acrylamide was measured, and the result showed that the conversion rate of acrylamide was 99.4%.
Example 3
(1) Rhodococcus was cultured with a proliferation medium (10 parts trypsin, 7 parts yeast extract, 4 parts glucose, 0.2 part urea, 978.8 parts water; pH = 7.2) at 33 ℃ to OD 600 =0.6, obtaining a bacterial liquid;
(2) Mixing the bacterial liquid with IPTG to ensure that the concentration of IPTG in the bacterial liquid reaches 0.25mM, and inducing for 10 hours at the temperature of 27 ℃ to obtain nitrile hydratase fermentation liquid;
(3) Concentrating nitrile hydratase fermentation liquor by using a membrane with the aperture of 0.06 mu m under the pressure of 0.6MPa by adopting a membrane separation process to obtain nitrile hydratase concentrated solution after the nitrile hydratase fermentation liquor is concentrated to 15% of the original volume;
(4) Nitrile hydratase concentrate, phosphate buffer and acrylonitrile were mixed in a ratio of 1:27:4, and reacting at 28 ℃ and pH =7.0 to obtain acrylamide.
As a result: after the test is finished, the conversion rate of acrylamide is detected, and the result shows that the conversion rate of acrylamide is 99.7%.
From the above examples, the present invention provides a method for preparing acrylamide based on membrane separation process, comprising the following steps: (1) Culturing the strain with a proliferation culture medium at 31-35 ℃ to obtain a bacterial liquid; (2) Mixing the bacterial liquid with IPTG, and inducing for 8-12 h at 26-28 ℃ to obtain nitrile hydratase fermentation liquid; (3) Concentrating nitrile hydratase fermentation liquor by using a membrane separation process to obtain nitrile hydratase concentrated solution; (4) Nitrile hydratase concentrate, phosphate buffer and acrylonitrile were mixed in a ratio of 1:25 to 30: 3-5, and reacting to obtain the acrylamide. The preparation method can improve the production efficiency and the thallus utilization rate, quickly obtain the acrylamide, easily separate the obtained acrylamide, and simultaneously can carry out production by adopting common strains, thereby avoiding the complexity of strain screening.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.

Claims (9)

1. A method for preparing acrylamide based on a membrane separation process is characterized by comprising the following steps:
(1) Culturing the strain with a proliferation culture medium at 31-35 ℃ to obtain a bacterial liquid;
(2) Mixing the bacterial liquid with IPTG, and inducing for 8-12 h at 26-28 ℃ to obtain nitrile hydratase fermentation liquor;
(3) Concentrating nitrile hydratase fermentation liquor by using a membrane separation process to obtain nitrile hydratase concentrated solution;
(4) Nitrile hydratase concentrate, phosphate buffer and acrylonitrile were mixed in a ratio of 1:25 to 30: 3-5, and reacting to obtain the acrylamide.
2. The method according to claim 1, wherein the bacterial species in step (1) is one or more of Rhodococcus, nocardia and Pseudomonas.
3. The method according to claim 2, wherein the proliferation medium in step (1) is prepared from the following raw materials in parts by weight: 8 to 12 portions of trypsin, 6 to 8 portions of yeast extract, 3 to 5 portions of glucose, 0.1 to 0.3 portion of urea and 970 to 980 portions of water; the pH value of the proliferation culture medium is 7.0-7.4.
4. The method according to claim 3, wherein the OD of the bacterial suspension in the step (1) 600 0.5 to 0.7.
5. The method according to claim 4, wherein the concentration of IPTG after the mixture of the bacterial liquid and IPTG in step (2) is 0.2-0.3 mM.
6. The production method according to claim 5, wherein the membrane for the membrane separation process in the step (3) has a pore size of 0.05 to 0.08 μm.
7. The method according to claim 6, wherein the pressure at the time of concentration in the step (3) is 0.4 to 0.8MPa.
8. The production method according to claim 7, wherein the volume of the nitrile hydratase concentrate obtained after the concentration in the step (3) is 10 to 20% of the volume of the nitrile hydratase fermentation liquid.
9. The production method according to any one of claims 1 to 8, wherein the temperature during the reaction in step (4) is 27 to 30 ℃ and the pH during the reaction is 6.9 to 7.1.
CN202210973558.2A 2022-08-15 2022-08-15 Membrane separation process-based acrylamide preparation method Pending CN115216465A (en)

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1486370A (en) * 2000-12-20 2004-03-31 大野绿水株式会社 Process for producing amide compound using microbial catalyst
CN101886096A (en) * 2010-06-21 2010-11-17 浙江工业大学 Method for preparing 2-amino-2, 3-dimethyl butamide by microbial catalysis method and strain
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CN103834600A (en) * 2014-03-17 2014-06-04 蔡建华 Fermentation method of photosensitive nitrile hydratase bacterial strain for catalyzed synthesis of acrylamide
CN109652474A (en) * 2018-12-26 2019-04-19 安徽巨成精细化工有限公司 The method of biocatalysis acrylonitrile hydration reaction, the ablation method for producing nitrile bacterial strain
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* Cited by examiner, † Cited by third party
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CN1486370A (en) * 2000-12-20 2004-03-31 大野绿水株式会社 Process for producing amide compound using microbial catalyst
CN101886096A (en) * 2010-06-21 2010-11-17 浙江工业大学 Method for preparing 2-amino-2, 3-dimethyl butamide by microbial catalysis method and strain
CN102703535A (en) * 2012-06-19 2012-10-03 江苏久吾高科技股份有限公司 New technology for producing acrylamide by using ceramic membrane bioreactor
CN103834600A (en) * 2014-03-17 2014-06-04 蔡建华 Fermentation method of photosensitive nitrile hydratase bacterial strain for catalyzed synthesis of acrylamide
CN109652474A (en) * 2018-12-26 2019-04-19 安徽巨成精细化工有限公司 The method of biocatalysis acrylonitrile hydration reaction, the ablation method for producing nitrile bacterial strain
CN113943746A (en) * 2021-10-29 2022-01-18 上海应用技术大学 Recombinant expression vector, genetic engineering bacterium, and culture method and application of bacterium
CN114277022A (en) * 2021-12-03 2022-04-05 江南大学 Nitrile hydratase mutant with high activity and high thermal stability

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