CN112723993B - Method for separating and purifying (2S, 3S) -2, 3-butanediol and application thereof - Google Patents
Method for separating and purifying (2S, 3S) -2, 3-butanediol and application thereof Download PDFInfo
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- CN112723993B CN112723993B CN202110070498.9A CN202110070498A CN112723993B CN 112723993 B CN112723993 B CN 112723993B CN 202110070498 A CN202110070498 A CN 202110070498A CN 112723993 B CN112723993 B CN 112723993B
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Abstract
The invention relates to the technical field of chemical industry, and particularly discloses a separation and purification method of (2S, 3S) -2, 3-butanediol and application thereof, wherein the separation and purification method of (2S, 3S) -2, 3-butanediol comprises the steps of conveying a 2, 3-butanediol stereoisomer mixture at least containing (2S, 3S) -2, 3-butanediol to a reaction container, connecting the output end of the reaction container with a segmented rectifying tower, and controlling the temperature of different tower sections of the segmented rectifying tower to obtain the separated and purified (2S, 3S) -2, 3-butanediol; the method can separate meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol in the 2, 3-butanediol stereoisomer mixture, so that the purity of the (2S, 3S) -2, 3-butanediol reaches more than 99 percent, and the method has the advantages of low cost, high efficiency and short time consumption, solves the problem that the optical purity of the (2S, 3S) -2, 3-butanediol in the existing 2, 3-butanediol product cannot reach 99 percent by weight, and has wide market prospect.
Description
Technical Field
The invention relates to the technical field of chemical industry, in particular to a method for separating and purifying (2S, 3S) -2, 3-butanediol and application thereof.
Background
2, 3-butanediol is an important vicinal diol, having 3 stereoisomers: (2R, 3R) -2, 3-butanediol, meso (meso) -2, 3-butanediol and (2S, 3S) -2, 3-butanediol. As an important platform chemical, 2, 3-butanediol is useful in the production of valuable derivatives such as methyl ethyl ketone and 1, 3-butadiene. The optically active isomer may act as an antifreeze. Optically pure (2S, 3S) -2, 3-butanediol is also a good building block for asymmetric syntheses of chiral compounds containing two vicinal stereocenters. (2S, 3S) -2, 3-butanediol is an important chiral compound and plays a good role as a building block in the asymmetric synthesis of high-value chiral compounds.
At present, in the preparation method of (2S, 3S) -2, 3-butanediol, biocatalysis is a technical scheme with wide prospect and the advantages of environmental protection. However, the method in the above technical solution has the following disadvantages: the concentration of (2S, 3S) -2, 3-butanediol in the existing 2, 3-butanediol product is low, the optical purity is not high and can not reach 99wt%, and the application is limited. Therefore, it is necessary to develop a technical scheme for improving the optical purity of (2S, 3S) -2, 3-butanediol, which is also significant for meeting the production requirements.
Disclosure of Invention
The embodiment of the invention aims to provide a method for separating and purifying (2S, 3S) -2, 3-butanediol, so as to solve the problem that the optical purity of (2S, 3S) -2, 3-butanediol in the existing 2, 3-butanediol product in the background art cannot reach 99 wt%.
In order to achieve the above object, the embodiments of the present invention provide the following technical solutions:
a method for separating and purifying (2S, 3S) -2, 3-butanediol comprises the following steps:
conveying a 2, 3-butanediol stereoisomer mixture at least containing (2S, 3S) -2, 3-butanediol into a reaction container, wherein the output end of the reaction container is connected with segmented rectifying towers of which the number of tower segments is not less than 2;
and heating the temperature in the reaction container to 87-97 ℃ so that the 2, 3-butanediol stereoisomer mixture enters a segmented rectifying tower for rectification, and simultaneously controlling the temperature difference of different tower segments of the segmented rectifying tower in the reflux process in the segmented rectifying tower to be 1-3 ℃ so as to obtain multiple segments of fractions for merging to obtain the (2S, 3S) -2, 3-butanediol which is separated and purified.
As a further scheme of the invention: the temperature of one of the tower sections of the segmented rectifying tower is 70-78 ℃.
As a still further scheme of the invention: the temperature of one of the tower sections of the segmented rectifying tower is 72-75 ℃.
Another object of the embodiments of the present invention is to provide an application of the method for separating and purifying (2s, 3s) -2, 3-butanediol in separation and/or purification of stereoisomers of alcohol organic compounds.
The embodiment of the invention also aims to provide an application of the separation and purification method of the (2S, 3S) -2, 3-butanediol in asymmetric synthesis of chiral compounds.
Compared with the prior art, the invention has the beneficial effects that:
the embodiment of the invention provides a method for separating and purifying (2S, 3S) -2, 3-butanediol, which comprises the steps of conveying a 2, 3-butanediol stereoisomer mixture at least containing (2S, 3S) -2, 3-butanediol to a reaction container, connecting the output end of the reaction container with a segmented rectifying tower, controlling the temperature difference of different tower segments of the segmented rectifying tower in the reflux process in the segmented rectifying tower to obtain multi-segment fractions, merging the multi-segment fractions to obtain the separated and purified (2S, 3S) -2, 3-butanediol; the method provided by the invention can separate meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol in the 2, 3-butanediol stereoisomer mixture, so that the purity of the (2S, 3S) -2, 3-butanediol reaches more than 99%, and the method has the advantages of low cost, high efficiency and short time consumption, solves the problem that the optical purity of the (2S, 3S) -2, 3-butanediol in the existing 2, 3-butanediol product cannot reach 99wt%, and has wide market prospect.
Drawings
FIG. 1 is a chromatogram for detecting the purity of a product obtained by the method for separating and purifying (2S, 3S) -2, 3-butanediol according to an embodiment.
FIG. 2 is a report of area percentage of a purity measurement chromatogram of a product obtained by a method for separating and purifying (2S, 3S) -2, 3-butanediol according to an embodiment.
FIG. 3 is a chromatogram for chiral detection of a product obtained by the method for separating and purifying (2S, 3S) -2, 3-butanediol according to an embodiment.
FIG. 4 is a report of area percentage of chiral detection chromatogram of a product obtained by the method for separating and purifying (2S, 3S) -2, 3-butanediol according to an embodiment.
FIG. 5 is a chromatogram for detecting the purity of a product obtained by the method for separating and purifying (2S, 3S) -2, 3-butanediol according to another embodiment.
FIG. 6 is a report of area percentage of a purity measurement chromatogram of a product obtained by a method for separating and purifying (2S, 3S) -2, 3-butanediol according to another embodiment.
Detailed Description
The invention is described in further detail below with reference to the figures and specific examples. The following examples will assist those skilled in the art in further understanding the invention, but are not intended to limit the invention in any way. It should be noted that variations and modifications can be made by persons skilled in the art without departing from the spirit of the invention. All falling within the scope of the present invention.
The embodiment of the invention provides a method for separating and purifying (2S, 3S) -2, 3-butanediol, in particular to a method for improving the purity of (2S, 3S) -2, 3-butanediol to more than 99wt% by rectification, which comprises the following steps:
conveying a 2, 3-butanediol stereoisomer mixture at least containing (2S, 3S) -2, 3-butanediol to a reaction vessel (specifically, a reaction kettle can be adopted, the specific type is selected according to requirements, and the limitation is not included), wherein the output end of the reaction vessel is connected with a segmented rectifying tower with the number of tower segments not less than 2;
and heating the temperature in the reaction container to 87-97 ℃ so as to enable the 2, 3-butanediol stereoisomer mixture to enter a segmented rectifying tower for rectification, and simultaneously controlling the temperature difference of different tower segments of the segmented rectifying tower in the reflux process in the segmented rectifying tower to be 1-3 ℃ so as to obtain multiple segments of fractions for merging to obtain the (2S, 3S) -2, 3-butanediol which is separated and purified.
As another preferred embodiment of the present invention, in the method for separating and purifying (2S, 3S) -2, 3-butanediol, the temperature inside the reaction vessel is heated to 88-93 ℃.
Preferably, the internal temperature of the reaction vessel is heated to 90 ℃.
As another preferred embodiment of the present invention, the temperature of one of the column sections of the segmented rectification column is 70-78 ℃.
As another preferred embodiment of the present invention, the temperature of one of the column sections of the segmented rectification column is 72-75 ℃.
It should be noted that the 2,3-butanediol stereoisomer mixture at least containing (2S, 3S) -2,3-butanediol may be not only a chemically synthesized 2,3-butanediol product at least containing (2S, 3S) -2,3-butanediol, but also a 2,3-butanediol sample prepared by the existing biocatalytic technology, for example, a 2,3-butanediol sample obtained by the technical scheme in the preparation method of (2S, 3S) -2,3-butanediol disclosed in Chinese patent application No. CN111718965A, in particular, the (2S, 3S) -2,3-butanediol is generated from diacetyl by using the whole cells of recombinant Escherichia coli, and the technology may be a promising production method of (2S, 3S) -2,3-butanediol. Because of the difficulty in producing (2S, 3S) -2, 3-butanediol by direct fermentation, researchers have developed different (2S, 3S) -2, 3-butanediol production methods. Coli cells overexpressing ADRs in combination with asymmetrically reduced diacetyl have proven to be a promising alternative for the production of (2s, 3s) -2, 3-butanediol. However, ADRs can convert diacetyl to acetyl ketones and then produce 2, 3-butanediol, which has three stereoisomers: (2R, 3R) -2, 3-butanediol, meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol, wherein the purity of (2R, 3R) -2, 3-butanediol does not reach 99%, the optical purity is not high, and it cannot be used as a good building block for asymmetric synthesis of chiral compounds comprising two ortho stereocenters.
As another preferred embodiment of the invention, the number of the tower sections of the segmented rectifying tower is not less than two. In particular, the segmented rectifying tower at least comprises two tower segments.
Preferably, the number of the tower sections of the segmented rectifying tower is two, the first tower section and the second tower section are respectively corresponding, when the temperature of the first tower section is 75 ℃, the temperature of the second tower section is 72 ℃, namely the temperature of the first tower section is higher than that of the second tower section, the first tower section is close to the bottom of the tower, the second tower section is close to the top of the tower, the temperature of the top of the segmented rectifying tower is lower, and the temperature of the bottom of the tower is higher.
As another preferred embodiment of the invention, the 2, 3-butanediol stereoisomer mixture enters a segmented rectifying tower for rectification in a total reflux mode.
As another preferred embodiment of the invention, the vacuum degree during rectification is 340-700Pa.
As another preferred embodiment of the present invention, the reflux ratio at the time of the rectification is 0.09 to 0.17.
As another preferred embodiment of the present invention, the 2, 3-butanediol stereoisomer mixture comprises meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol.
As another preferred embodiment of the present invention, the 2, 3-butanediol stereoisomer mixture comprises (2R, 3R) -2, 3-butanediol, meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol.
As another preferred embodiment of the present invention, the purity of (2S, 3S) -2, 3-butanediol in the 2, 3-butanediol stereoisomer mixture is not more than 98wt%.
Preferably, the purity of (2S, 3S) -2, 3-butanediol in the 2, 3-butanediol stereoisomer mixture is 98wt%.
As another preferred embodiment of the invention, the rectification uses a 60-80cm rectification column, and the packing of the rectification column is multilayer theta ring packing.
Preferably, the rectification is performed using a 70cm rectification column.
In the embodiment of the invention, meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol in the 2, 3-butanediol product are separated by the method for separating and purifying (2S, 3S) -2, 3-butanediol, so that the purity of the (2S, 3S) -2, 3-butanediol reaches over 99 percent, and the requirement of optical purity of a good building block which is asymmetrically synthesized and is used as a chiral compound containing two ortho-position three-dimensional centers is met.
As another preferred embodiment of the invention, in the method for separating and purifying (2S, 3S) -2, 3-butanediol, circulating water is used for controlling the temperature.
As another preferred embodiment of the present invention, the circulating water may be any one selected from tap water, purified water, mineral water, distilled water, deionized water, soft water, and the like, and is not limited thereto and may be selected as needed. Or industrial water, groundwater, etc.
In the embodiment of the invention, a 2, 3-butanediol stereoisomer mixture at least containing (2S, 3S) -2, 3-butanediol is rectified and conveyed by a segmented rectifying tower, meanwhile, the temperature difference of different tower sections of the segmented rectifying tower in the reflux process is controlled to be 1-3 ℃ so as to obtain a plurality of fractions, and the fractions are combined to obtain the (2S, 3S) -2, 3-butanediol which is separated and purified, so that meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol in the 2, 3-butanediol stereoisomer mixture can be separated, the purity of the (2S, 3S) -2, 3-butanediol reaches more than 99 percent, the cost is low, the efficiency is high, the time consumption is short, and the problem that the optical purity of the (2S, 3S) -2, 3-butanediol in the existing 2, 3-butanediol product cannot reach 99 weight percent is solved.
The embodiment of the invention also aims to provide an application of the separation and purification method of (2S, 3S) -2, 3-butanediol in separation and/or purification of alcohol organic compound stereoisomers.
In another preferred embodiment of the present invention, the alcohol organic compound is a compound in which a hydrogen atom in a side chain of an aliphatic hydrocarbon, an alicyclic hydrocarbon or an aromatic hydrocarbon is substituted with a hydroxyl group, and has a stereoisomer, and is specifically classified into a monohydric alcohol or a polyhydric alcohol, which is specifically selected according to the need, and is not limited herein.
The embodiment of the invention also aims to provide an application of the separation and purification method of the (2S, 3S) -2, 3-butanediol in asymmetric synthesis of chiral compounds.
As another preferred embodiment of the present invention, in the application of the separation and purification method of (2S, 3S) -2, 3-butanediol in the asymmetric synthesis of chiral compounds, the raw materials for the asymmetric synthesis of chiral compounds are separated and purified to obtain products with optical purity requirements suitable for the asymmetric synthesis of chiral compounds.
The technical effects of the method for separating and purifying (2S, 3S) -2, 3-butanediol of the present invention will be further described below by way of specific examples.
Example 1
A method for separating and purifying (2S, 3S) -2, 3-butanediol is based on the principle that meso-2, 3-butanediol in a (2S, 3S) -2, 3-butanediol sample is separated by rectification, and specifically comprises the following steps:
300g of a 2,3-butanediol sample (for example, a 2,3-butanediol stereoisomer mixture obtained by the technical scheme in the preparation method of (2S, 3S) -2,3-butanediol disclosed in Chinese patent application No. CN 111718965A) with the purity of 98 percent of (2S, 3S) -2,3-butanediol is added into a reaction kettle, the output end of the reaction kettle is connected with a segmented rectifying tower, the segmented rectifying tower comprises a first tower section and a second tower section, the first tower section is close to the bottom of the tower, the second tower section is close to the top of the tower, the segmented rectifying tower uses a 70cm rectifying column, the packing is a plurality of layers of theta ring packing, the temperature of the reaction kettle is set to be 90 ℃, the rectifying conditions are shown in the following table 1 and are respectively test groups with different top temperatures, actual kettle temperatures, first tower section temperatures, second tower section temperatures, reflux ratios and vacuum degrees, fractions are collected and qualified, and the separated and purified (2S, 3S) -2,3-butanediol is obtained.
TABLE 1 rectification conditions Table
In the embodiment of the invention, 170.5g of qualified fractions are combined, the yield is 56.83%, the combined products are subjected to chromatographic detection, the obtained purity detection chromatogram is shown in figure 1, the area percentage calculation is carried out according to figure 1, and the obtained area percentage report is shown in figure 2. As can be seen from the data in Table 1, the method for separating and purifying (2S, 3S) -2, 3-butanediol provided in the examples of the present invention can separate meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol in a mixture of stereoisomers of 2, 3-butanediol, so that the purity of (2S, 3S) -2, 3-butanediol is more than 99%, and has the advantages of low cost, high efficiency and short time consumption.
Example 2
In the present example, the multi-stage fraction detection in example 1 specifically includes detecting (2s, 3s) -2, 3-butanediol conversion by Gas Chromatography (GC), specifically, GC conversion: DB-WAX 15m x 0.25 μm x 0.25mm, column flow 1.0mL/min, inlet temperature 190 ℃, detector temperature 300 ℃, split ratio 28:1, injection amount 1 μm.
Example 3
In the present example, the multi-stage fraction detection in example 1 specifically includes detecting (2s, 3s) -2, 3-butanediol chirality by Gas Chromatography (GC), specifically, GC chirality: chromatographic column CP-Chirasil-Dex CB (CP 7502) 25m × 0.25 μm × 0.25 μm, column flow 0.8mL/min, inlet temperature 250 ℃, detector temperature 300 ℃, split ratio 28. Thus, the resulting chiral detection chromatogram of the combined product is shown in FIG. 3, the area percentage calculation is performed according to FIG. 3, and the resulting area percentage report is shown in FIG. 4.
Example 4
A300 g sample of (2S, 3S) -2, 3-butanediol of example 1 having a purity of 98% was charged into a reaction vessel, and the obtained (2S, 3S) -2, 3-butanediol product was examined by a conventional distillation process at a vessel temperature of 95 ℃ and a vacuum degree of 450Pa by using a Gas Chromatography (GC) column having a column size of DB-WAX 15 m.times.0.25. Mu.m.times.0.25 mm, a column flow rate of 1.0mL/min, an inlet temperature of 190 ℃, a detector temperature of 300 ℃, a split ratio of 28:1, and an injection amount of 1. Mu. To obtain a purity examination chromatogram of FIG. 5, and an area percentage calculation was performed according to FIG. 5 to obtain an area percentage report chart of FIG. 6 showing that the product purity is only 98%.
Example 5
A method for separating and purifying (2S, 3S) -2, 3-butanediol comprises the following steps:
conveying a 2, 3-butanediol stereoisomer mixture containing meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol (the purity of (2S, 3S) -2, 3-butanediol in the 2, 3-butanediol stereoisomer mixture is 97 wt%) into a reaction vessel (specifically a reaction kettle), wherein the output end of the reaction vessel is connected with a segmented rectifying tower with the number of tower segments being 3;
heating the internal temperature of the reaction container to 87 ℃ so that the 2, 3-butanediol stereoisomer mixture enters a segmented rectifying tower for rectification, simultaneously controlling the temperature of different tower segments of the segmented rectifying tower in the reflux process in the segmented rectifying tower, wherein the vacuum degree during rectification is 340Pa, the reflux ratio during rectification is 0.09, a rectifying column of 60cm is used for rectification, the packing of the rectifying column is multilayer theta ring packing, the temperature of one tower segment of the segmented rectifying tower is 70 ℃, the temperature of one tower segment is 71 ℃, and the temperature of the other tower segment is 73 ℃, so that multiple segments of fractions are obtained and combined, and the separated and purified (2S, 3S) -2, 3-butanediol is obtained.
Example 6
A method for separating and purifying (2S, 3S) -2, 3-butanediol comprises the following steps:
conveying a 2, 3-butanediol stereoisomer mixture containing (2R, 3R) -2, 3-butanediol, meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol (the purity of (2S, 3S) -2, 3-butanediol in the 2, 3-butanediol stereoisomer mixture is 98 wt%) into a reaction vessel (specifically a reaction kettle), wherein the output end of the reaction vessel is connected with a segmented rectifying tower with the number of tower segments being 2;
heating the internal temperature of the reaction container to 97 ℃, so that a 2, 3-butanediol stereoisomer mixture enters a segmented rectifying tower for rectification, controlling the temperatures of different tower segments of the segmented rectifying tower in the reflux process in the segmented rectifying tower, wherein the vacuum degree during rectification is 700Pa, the reflux ratio during rectification is 0.17, a rectifying column of 80cm is used for rectification, the packing of the rectifying column is multilayer theta ring packing, the temperature of one tower segment of the segmented rectifying tower is 78 ℃, and the temperature of the other tower segment is 75 ℃, so that multiple segments of fractions are obtained and combined, and the separated and purified (2S, 3S) -2, 3-butanediol is obtained.
Example 7
The same procedure as in example 5 was repeated, except that a 75cm rectifying column was used for the rectification in comparison with example 5.
Example 8
The same procedure as in example 6 was repeated, except that a 70cm rectification column was used for the rectification as compared with example 6.
Example 9
Compared with the embodiment 6, the temperature of one tower section of the segmented rectifying tower is 72 ℃, and the temperature of the other tower section is 73 ℃, the temperature is the same as that of the embodiment 6.
Example 10
Compared with the embodiment 6, the temperature of one tower section of the segmented rectifying tower is 75 ℃, and the temperature of the other tower section is 72 ℃, the temperature is the same as that of the embodiment 6.
Example 11
The same as example 6 was conducted except that the temperature of one of the stages of the segmented rectifying tower was 78 ℃ and the temperature of the other stage of the segmented rectifying tower was 74 ℃ as compared with example 6.
Example 12
The same as example 6 was repeated, except that the temperature of one of the stages of the segmented rectifying column was 72 ℃ and the temperature of the other stage was 74 ℃ as compared with example 6.
Example 13
The procedure was repeated in the same manner as in example 6 except that the degree of vacuum in the rectification was 350Pa and the reflux ratio in the rectification was 0.10 as compared with example 6.
Example 14
The procedure was repeated in the same manner as in example 6 except that the degree of vacuum in the rectification was 380Pa and the reflux ratio in the rectification was 0.09 in comparison with example 6.
Example 15
The procedure was repeated in the same manner as in example 6 except that the degree of vacuum in the rectification was 500Pa and the reflux ratio in the rectification was 0.17 as compared with example 6.
Example 16
The procedure was repeated in the same manner as in example 6 except that the degree of vacuum in the rectification was 680Pa and the reflux ratio in the rectification was 0.15 as compared with example 6.
Example 17
The same as example 6 was repeated except that the temperature inside the reaction vessel was heated to 87 ℃ in comparison with example 6.
Example 18
The same as example 6 was repeated except that the temperature inside the reaction vessel was heated to 92 ℃ in comparison with example 6.
Example 19
The same as example 6 was repeated except that the temperature inside the reaction vessel was increased to 88 ℃ in comparison with example 6.
Example 20
The reaction vessel was identical to example 6 except that the temperature inside the reaction vessel was heated to 93 ℃ as compared with example 6.
It is noted that the crude product of 2, 3-butanediol contains three stereoisomers, the impurity in the crude product is meso-2, 3-butanediol, the boiling point of the crude product is very close to that of the (2S, 3S) -2, 3-butanediol product, and the process improves the purity of the (2S, 3S) -2, 3-butanediol to over 99 percent by a rectification mode. The following problems in the prior art are solved: 1. the meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol are difficult to separate; 2. high cost, low efficiency and time consumption. 3. The purity of (2S, 3S) -2, 3-butanediol is less than 99%.
The technology can improve the purity of (2S, 3S) -2, 3-butanediol to more than 99 percent by a rectification mode, and has wide market prospect.
While the preferred embodiments of the present invention have been described in detail, the present invention is not limited to the above embodiments, and various changes can be made without departing from the spirit of the present invention within the knowledge of those skilled in the art. And are neither required nor exhaustive of all embodiments. And obvious variations or modifications are intended to be within the scope of the present invention.
Claims (4)
1. A method for separating and purifying (2S, 3S) -2, 3-butanediol is characterized by comprising the following steps:
conveying a 2, 3-butanediol stereoisomer mixture at least containing (2S, 3S) -2, 3-butanediol into a reaction container, wherein the output end of the reaction container is connected with a segmented rectifying tower of which the number of tower segments is not less than two;
heating the temperature in the reaction container to 87-97 ℃ so that the 2, 3-butanediol stereoisomer mixture enters a segmented rectifying tower for rectification, and simultaneously controlling the temperature difference of different tower sections of the segmented rectifying tower in the reflux process to be 1-3 ℃ so as to obtain a plurality of sections of fractions for merging to obtain the separated and purified (2S, 3S) -2, 3-butanediol;
in the method for separating and purifying the (2S, 3S) -2, 3-butanediol, the temperature of one tower section of the segmented rectifying tower is 72-75 ℃; the vacuum degree during rectification is 340-700Pa; the reflux ratio during rectification is 0.09-0.17; the 2, 3-butanediol stereoisomer mixture comprises (2R, 3R) -2, 3-butanediol, meso-2, 3-butanediol and (2S, 3S) -2, 3-butanediol.
2. The method for separating and purifying (2S, 3S) -2, 3-butanediol according to claim 1, wherein, in the method for separating and purifying (2S, 3S) -2, 3-butanediol, the temperature inside the reaction vessel is heated to 88 to 93 ℃.
3. Use of a method for the separation and purification of (2S, 3S) -2, 3-butanediol as claimed in any of claims 1 to 2 for the separation and/or purification of stereoisomers of alcoholic organic compounds.
4. Use of a method of separation and purification of (2S, 3S) -2, 3-butanediol as claimed in any of claims 1-2 in the asymmetric synthesis of chiral compounds.
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| JP3959993B2 (en) * | 2001-08-01 | 2007-08-15 | 三菱化学株式会社 | Method for producing 1,4-butanediol |
| CN105920865A (en) * | 2016-06-24 | 2016-09-07 | 云南国润香料制造有限公司 | Sectional filling material rectifying tower |
| CN106748645B (en) * | 2016-12-10 | 2020-06-05 | 山东元利科技有限公司 | Method for improving purity of 1, 6-hexanediol |
| CN109336737B (en) * | 2018-06-15 | 2022-03-22 | 苏州苏震生物工程有限公司 | Separation method of 2, 3-butanediol isomer |
| CN111718965A (en) * | 2020-06-17 | 2020-09-29 | 宁波酶赛生物工程有限公司 | Preparation method of (2S,3S) -2, 3-butanediol |
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