JPWO2021183357A5

JPWO2021183357A5 -

Info

Publication number: JPWO2021183357A5
Application number: JP2022540828A
Authority: JP
Publication date: 2024-01-09
Anticipated expiration: 2041-03-04

Description

本開示は、微生物バイオマス、エタノール、メタノール、酢酸エチル、少なくとも１つのチオール、および少なくとも１つの３個以上の炭素原子を有する化合物を含む発酵ブロスからエタノールを回収するための方法であって、少なくとも微生物バイオマスを発酵ブロスから分離して、プロセスストリームを生成することと、プロセスストリームから、任意の順序で、酢酸エチルを塩基性化合物と反応させ、続いて蒸留することにより、酢酸エチルを除去することと、吸着またはジスルフィドへの反応により、少なくとも１つのチオールを除去することと、蒸留により、メタノールを除去することと、蒸留により、３個以上の炭素原子を有する化合物を除去すること、と、蒸留により、エタノールを回収することであって、蒸留が、単一のカラムまたは２つ以上のカラム中で実施され得る、回収すること、と、を含む、方法を含む。 The present disclosure provides a method for recovering ethanol from a fermentation broth comprising microbial biomass, ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms, the method comprising: separating the biomass from the fermentation broth to produce a process stream; and removing ethyl acetate from the process stream by reacting the ethyl acetate with a basic compound, followed by distillation, in any order. , removing at least one thiol by adsorption or reaction to disulfides ; removing methanol by distillation; removing compounds having three or more carbon atoms by distillation; and recovering ethanol, wherein the distillation may be performed in a single column or in two or more columns.

方法であって、酢酸エチルを塩基性化合物と反応させることによって酢酸エチルを除去し、続いて蒸留し、吸着またはジスルフィドへの反応によって少なくとも１つのチオールを除去する工程が、蒸留によってメタノールを除去し、蒸留により３個以上の炭素原子を有する化合物を除去する工程の前に行われる、方法が実施され得る。 A method comprising: removing ethyl acetate by reacting the ethyl acetate with a basic compound followed by distillation to remove at least one thiol by adsorption or reaction to a disulfide , the steps comprising: removing methanol by distillation; However, a process can be carried out in which the step of removing compounds having three or more carbon atoms is preceded by distillation.

本開示の別の実施形態は、微生物バイオマス、エタノール、メタノール、酢酸エチル、少なくとも１つのチオール、および少なくとも１つの３個以上の炭素原子を有する化合物を含む発酵ブロスからエタノールを分離する方法であって、発酵ブロスから少なくとも微生物バイオマスを分離して、微生物バイオマスが枯渇したプロセスストリームを生成することと、酢酸エチルを塩基性化合物と反応させ、続いて蒸留して酢酸エチル枯渇ストリームを生成することにより、プロセスストリームから酢酸エチルを除去することと、吸着またはジスルフィドへの反応によって酢酸エチル枯渇ストリームから少なくとも１つのチオールを除去することにより、チオール枯渇ストリームを生成することと、メタノール、エタノール、および３個以上の炭素原子を有する化合物を、単一のカラム中または２つ以上のカラム中で実施され得る蒸留によってチオール枯渇ストリームから分離することと、を含む、方法に関する。 Another embodiment of the present disclosure is a method of separating ethanol from a fermentation broth comprising microbial biomass, ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms, the method comprising: , by separating at least microbial biomass from a fermentation broth to produce a process stream depleted of microbial biomass, and reacting ethyl acetate with a basic compound followed by distillation to produce an ethyl acetate-depleted stream. removing ethyl acetate from a process stream ; producing a thiol-depleted stream by removing at least one thiol from the ethyl acetate-depleted stream by adsorption or reaction to disulfides; separating compounds having carbon atoms or more from a thiol-depleted stream by distillation, which may be carried out in a single column or in two or more columns.

本開示のさらに別の実施形態は、微生物バイオマス、エタノール、メタノール、酢酸エチル、少なくとも１つのチオール、および少なくとも１つの３個以上の炭素原子を有する化合物を含む発酵ブロスからエタノールを分離するための方法であって、発酵ブロスから少なくとも微生物バイオマスを分離して、微生物バイオマスが枯渇したプロセスストリームを生成することと、吸着またはジスルフィドへの反応によってプロセスストリームから少なくとも１つのチオールを除去することにより、チオール枯渇ストリームを生成することと、酢酸エチルを塩基性化合物と反応させ、続いて蒸留して酢酸エチル枯渇ストリームを生成することにより、チオール枯渇ストリームから酢酸エチルを除去することと、メタノール、エタノール、および３個以上の炭素原子を有する化合物を、酢酸エチル枯渇ストリームから、単一のカラム中または２つ以上のカラム中で実施され得る蒸留によって分離することと、を含む、方法に関する。 Yet another embodiment of the present disclosure provides a method for separating ethanol from a fermentation broth comprising microbial biomass, ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms. thiol by separating at least microbial biomass from the fermentation broth to produce a process stream depleted of microbial biomass ; and removing at least one thiol from the process stream by adsorption or reaction to disulfides . producing a depleted stream; removing ethyl acetate from the thiol-depleted stream by reacting the ethyl acetate with a basic compound followed by distillation to produce an ethyl acetate-depleted stream; separating compounds having three or more carbon atoms from an ethyl acetate-depleted stream by distillation, which may be performed in a single column or in two or more columns.

本開示のさらに別の実施形態は、微生物バイオマス、エタノール、メタノール、酢酸エチル、少なくとも１つのチオール、および少なくとも１つの３個以上の炭素原子を有する化合物を含む発酵ブロスからエタノールを分離するための装置であって、発酵ブロスから少なくとも微生物バイオマスを分離して、エタノール、メタノール、酢酸エチル、少なくとも１つのチオール、および少なくとも１つの３個以上の炭素原子を有する化合物を含むプロセスストリームを生成する、第１の分離ユニットと、酢酸エチルを塩基性化合物と反応させ、続いて蒸留することによってプロセスストリームから酢酸エチルを除去する、第２の分離ユニットと、吸着またはジスルフィドへの反応によって少なくとも１つのチオールを除去する、第３の分離ユニットと、メタノール、３個以上の炭素原子を有する化合物およびエタノールを分離するように構成された、蒸留システムであって、単一のカラムまたは２つ以上のカラムを備える、蒸留システムと、を備える、装置に関する。 Yet another embodiment of the present disclosure provides an apparatus for separating ethanol from a fermentation broth comprising microbial biomass, ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms. separating at least the microbial biomass from the fermentation broth to produce a process stream comprising ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms. a second separation unit for removing ethyl acetate from the process stream by reacting the ethyl acetate with a basic compound and subsequent distillation; a second separation unit for removing at least one thiol by adsorption or reaction to a disulfide ; a third separation unit, and a distillation system configured to separate methanol, compounds having three or more carbon atoms, and ethanol, the distillation system comprising a single column or two or more columns. , and a distillation system.

図１は、微生物バイオマスが工程１０４で発酵ブロス１０２から除去されて、微生物バイオマスが枯渇したプロセスストリームを形成するプロセスフローを示す。プロセスストリームは、分離工程１１２のシーケンス１０８またはシーケンス１１０のいずれかに送られる。分離工程１１２のシーケンス１０８において、最初に、酢酸エチルは、酢酸エチルを塩基性化合物と反応させることによって除去され、続いて１０９で蒸留され、次いで、少なくとも１つのチオールが、吸着または反応によって１１１でジスルフィドに分離される。分離工程１１２のシーケンス１１０において、最初に、少なくとも１つのチオールが、１１３において吸着またはジスルフィドへの反応によって分離され、次いで、酢酸エチルが塩基性化合物と反応させられ、続いて１１４において蒸留することによって、酢酸エチルが除去される。分離工程１１２の後、プロセスストリームは酢酸エチルおよびチオールが枯渇し、分離工程１２０のシーケンス１１６またはシーケンス１１８に送られる。分離工程１２０のシーケンス１１６において、最初に、メタノールが１１７での蒸留によって分離され、次いで、少なくとも１つの３個以上の炭素原子を有する化合物が、１１９での蒸留によって分離される。分離工程１２０のシーケンス１１８において、最初に、少なくとも１つの３個以上の炭素原子を有する化合物が、１２１での蒸留によって分離され、次いで、メタノールが、１２２での蒸留によって分離される。次に、エタノールを、工程１２２で回収する。 FIG. 1 shows a process flow in which microbial biomass is removed from fermentation broth 102 in step 104 to form a process stream depleted of microbial biomass. The process stream is sent to either sequence 108 or sequence 110 of separation steps 112. In sequence 108 of separation step 112, ethyl acetate is first removed by reacting it with a basic compound, followed by distillation at 109, and then at least one thiol is removed at 111 by adsorption or reaction. Separated into disulfides. In sequence 110 of separation step 112, first at least one thiol is separated at 113 by adsorption or reaction to disulfide , then ethyl acetate is reacted with a basic compound, followed by distillation at 114. Ethyl acetate is thereby removed. After separation step 112, the process stream is depleted of ethyl acetate and thiols and sent to sequence 116 or sequence 118 of separation step 120. In sequence 116 of separation step 120, methanol is first separated by distillation at 117 and then at least one compound having three or more carbon atoms is separated by distillation at 119. In sequence 118 of separation step 120, first at least one compound having three or more carbon atoms is separated by distillation at 121 and then methanol is separated by distillation at 122. Ethanol is then recovered at step 122.

Claims

A method for recovering ethanol from a fermentation broth comprising microbial biomass, ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms, the method comprising:
a. separating at least microbial biomass from the fermentation broth to produce a process stream comprising ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms;
b. From said process stream, in any order,
i. Removing ethyl acetate by reacting it with a basic compound followed by distillation;
ii . removing at least one thiol by adsorption or reaction to disulfide ;
iii. removing methanol by distillation;
iv. removing compounds with three or more carbon atoms by distillation;
c. Recovering ethanol by distillation, said distillation may be carried out in a single column or in two or more columns.

The fermentation broth and the process stream further include acetaldehyde, and the method further comprises removing the acetaldehyde from the process stream using a metal to convert the acetaldehyde to acetate, followed by distillation. 2. The method of claim 1, comprising:

The fermentation broth and the process stream further comprise at least one aldehyde, and the method comprises reducing the aldehyde in step b by reducing the aldehyde to an alcohol or reacting the aldehyde to form an alkane. 2. The method of claim 1, further comprising removing.

4. The method of claim 3, wherein the reduction to alcohol is carried out using a reactive metal, an amalgam, or a compound containing a reactive metal.

5. The method of claim 4, wherein the reactive metal, amalgam, or compound comprises zinc or aluminum.

4. The method of claim 3, wherein said reacting to form an alkane is carried out by treatment with hydrazine.

4. The method of claim 3, wherein removing the at least one aldehyde is part of substep i of step b.

2. The method of claim 1, wherein the ethanol is removed as part of the distillation of substep iii of step b or substep iv of step b.

2. The method of claim 1, wherein in step b, sub-steps i and ii are performed before sub-steps iii and iv.

2. The method of claim 1, wherein the at least one distillation is performed in an inert atmosphere.

2. The method of claim 1, wherein all distillations are carried out in an inert atmosphere.

2. The method of claim 1, wherein removing the at least one thiol is carried out in air or under an inert atmosphere.

2. The method of claim 1, wherein the adsorption uses a strongly acidic cation exchange resin.

14. The method according to claim 13, wherein the strongly acidic cation exchange resin is Ag on macroreticular polystyrene-based ion exchange resin having strongly acidic sulfonic acid groups.

2. The method of claim 1, wherein the fermentation broth and the process stream further include impurities, and the method further comprises treating the process stream with an adsorbent to remove the impurities.

16. The method of claim 15, wherein the adsorbent is activated carbon, activated charcoal, or a strongly acidic cation exchange resin.

17. The method of claim 16, wherein the strongly acidic cation exchange resin is Ag on macroreticular polystyrene-based ion exchange resin having strongly acidic sulfonic acid groups.

2. The method of claim 1, further comprising removing fusel oil by said distillation in step b.iii, step c, or both step b.iii and step c.

2. The method of claim 1, further comprising removing at least one sulfur-containing compound by said distillation in step b iii, step c, or both steps b iii and step c.

2. The method of claim 1, further comprising fermenting industrial waste gas or synthesis gas from a gasification process using microorganisms to produce the fermentation broth.

A method for separating ethanol from a fermentation broth comprising microbial biomass, ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms, the method comprising:
a. separating at least microbial biomass from the fermentation broth to produce a process stream comprising ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms;
b. removing ethyl acetate from the process stream by reacting the ethyl acetate with a basic compound followed by distillation to produce an ethyl acetate-depleted stream;
c . removing at least one thiol from the ethyl acetate-depleted stream by adsorption or reaction to disulfides to produce a thiol-depleted stream;
d. Separating methanol, ethanol, and compounds having three or more carbon atoms from the thiol-depleted stream by distillation, which distillation may be performed in a single column or in two or more columns. ,A ,method ,including ,separating;

A method for separating ethanol from a fermentation broth comprising microbial biomass, ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms, the method comprising:
a. separating at least microbial biomass from the fermentation broth to produce a process stream comprising ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms;
b . removing at least one thiol from the process stream by adsorption or reaction to disulfides to produce a thiol-depleted stream;
c. removing ethyl acetate from the thiol-depleted stream by reacting the ethyl acetate with a basic compound followed by distillation to produce an ethyl acetate-depleted stream;
d. separating methanol, ethanol, and compounds having three or more carbon atoms from said ethyl acetate-depleted stream by distillation, said distillation being carried out in a single column or in two or more columns; A method comprising obtaining and separating.

An apparatus for separating ethanol from a fermentation broth comprising microbial biomass, ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms, the apparatus comprising:
a. in fluid communication with a bioreactor to separate at least microbial biomass from the fermentation broth to create a process stream comprising ethanol, methanol, ethyl acetate, at least one thiol, and at least one compound having three or more carbon atoms. a first separation unit configured to generate;
b. in fluid communication with the first separation unit, in fluid communication with a basic compound conduit, and configured to remove the ethyl acetate from the process stream by reacting the ethyl acetate with a basic compound, followed by distillation. a second separation unit configured;
c. a third separation unit in fluid communication with the second separation unit, in fluid communication with the sulfur-containing compound conduit, and configured to remove at least one thiol by adsorption or reaction to disulfides ;
d. a distillation system in fluid communication with the third separation unit and configured to separate methanol, compounds having three or more carbon atoms, and ethanol, the distillation system comprising a single column or two or more columns; a distillation system comprising a column and in fluid communication with a methanol conduit, a C3+ conduit, and an ethanol conduit.

24. The apparatus of claim 23, further comprising a dehydration unit in fluid communication with the ethanol conduit.

24. The apparatus of claim 23, further comprising at least one side draw in fluid communication with the distillation system.

24. The apparatus of claim 23, wherein the bioreactor is in fluid communication with a substrate conduit, and the substrate conduit is in fluid communication with an industrial process or a gasification process.