CN112723993A - Separation and purification method of (2S,3S) -2, 3-butanediol and application thereof - Google Patents
Separation and purification method of (2S,3S) -2, 3-butanediol and application thereof Download PDFInfo
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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 separation and purification method of (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 can act as an antifreeze. Optically pure (2S,3S) -2, 3-butanediol also serves as a good building block for the asymmetric synthesis of chiral compounds comprising two vicinal stereocenters. The (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 existing 2, 3-butanediol product has low concentration of (2S,3S) -2, 3-butanediol and low optical purity which cannot reach 99wt%, and the application of the product is limited. Therefore, there is a need 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
An object of an embodiment of the present invention is 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 proposed in the background art cannot reach 99 wt%.
In order to achieve the above purpose, 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 sections is not less than 2;
and heating the internal temperature of 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 sections of the segmented rectifying tower in the reflux process in the segmented rectifying tower to be 1-3 ℃ so as to obtain multiple sections of fractions for merging to obtain the separated and purified (2S,3S) -2, 3-butanediol.
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 ℃.
The embodiment of the invention also aims to provide application of the separation and purification method of (2S,3S) -2, 3-butanediol in separation and/or purification of alcohol organic compound stereoisomers.
The embodiment of the invention also aims to provide an application of the separation and purification method of (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 sections of the segmented rectifying tower in the reflux process in the segmented rectifying tower to obtain multi-section fractions, and combining the multi-section 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 an area percentage report diagram of a purity detection 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 chiral detection chromatogram of a product obtained by the separation and purification method of (2S,3S) -2, 3-butanediol provided in an embodiment.
Fig. 4 is a report diagram of area percentage of a chiral detection chromatogram of a product obtained by a separation and purification method of (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 diagram of the area percentage of the purity measurement chromatogram of the product obtained by the 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 model is selected according to requirements, and the number is not limited), wherein the output end of the reaction vessel is connected with segmented rectifying towers of which the number of tower sections is not less than 2;
and heating the internal temperature of 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 sections of the segmented rectifying tower in the reflux process in the segmented rectifying tower to be 1-3 ℃ so as to obtain multiple sections of fractions for merging to obtain the separated and purified (2S,3S) -2, 3-butanediol.
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 can 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 biocatalysis technology, for example, Chinese patent application No. CN111718965A discloses a method for preparing (2S,3S) -2, 3-butanediol, in which the obtained 2, 3-butanediol sample is prepared by using whole cells of recombinant Escherichia coli to produce (2S,3S) -2, 3-butanediol from diacetyl, this process may be a promising method for the production 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 over-expressing 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 the butanediol can not be used as a good building block for asymmetric synthesis of chiral compounds containing two ortho stereocenters.
As another preferred embodiment of the present invention, the number of the column sections of the segmented rectifying column 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 ℃, that is, the temperature of the first tower section is higher than that of the second tower section, the first tower section is close to the tower bottom, the second tower section is close to the tower top, the temperature of the tower top of the segmented rectifying tower is lower, and the temperature of the tower bottom 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 the rectification is 340-700 Pa.
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 98 wt%.
Preferably, the purity of (2S,3S) -2, 3-butanediol in the 2, 3-butanediol stereoisomer mixture is 98 wt%.
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 the (2S,3S) -2, 3-butanediol, so that the purity of the (2S,3S) -2, 3-butanediol is over 99 percent, and the requirement of optical purity of a good building block for asymmetric synthesis of a chiral compound containing two ortho-position stereocenters 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, the 2, 3-butanediol stereoisomer mixture at least containing (2S,3S) -2, 3-butanediol is rectified and conveyed by the 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 not only can meso-2, 3-butanediol and (2S,3S) -2, 3-butanediol in the 2, 3-butanediol stereoisomer mixture be separated, and the purity of the (2S,3S) -2, 3-butanediol reaches more than 99 percent, but also the cost is low, the efficiency is high, the time consumption is short, and the problems of (2S,3S) -2, 3-butanediol has a problem that the optical purity cannot reach 99 wt%.
The embodiment of the invention also aims to provide 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 (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 asymmetric synthesis of chiral compounds, the raw materials for asymmetric synthesis of chiral compounds are separated and purified to obtain products with optical purity requirements suitable for 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 separation and purification method of (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 a technical scheme in a preparation method of (2S,3S) -2, 3-butanediol disclosed in CN111718965A of chinese patent application No. 300 g) with a purity of 98% of (2S,3S) -2, 3-butanediol is added to a reaction kettle, an 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 a tower bottom, the second tower section is close to a tower top, the segmented rectifying tower uses a 70cm rectifying column, a filler is a multilayer theta ring filler, a temperature of the reaction kettle is set to be 90 ℃, and rectifying conditions are respectively test groups with different top temperatures, actual kettle temperatures, first tower section temperatures, second tower section temperatures, reflux ratios and vacuum degrees as shown in table 1 below, collecting multi-section fractions, detecting, and combining the qualified fractions to obtain the separated and purified (2S,3S) -2, 3-butanediol.
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. It can be seen from the data in table 1 that, by using the method for separating and purifying (2S,3S) -2, 3-butanediol provided in the embodiment of the present invention, not only meso-2, 3-butanediol and (2S,3S) -2, 3-butanediol in a mixture of stereoisomers of 2, 3-butanediol can be separated, so that the purity of (2S,3S) -2, 3-butanediol reaches more than 99%, but also the method is low in cost, high in efficiency and short in time consumption.
Example 2
In the present example, the multi-stage fraction detection in example 1 specifically includes detecting the conversion rate of (2S,3S) -2, 3-butanediol by Gas Chromatography (GC), specifically, the conversion rate of GC: the chromatographic column comprises DB-WAX 15 mm × 0.25 μm × 0.25mm, column flow of 1.0mL/min, inlet temperature of 190 deg.C, detector temperature of 300 deg.C, split ratio of 28:1, and injection amount of 1 μm.
Example 3
In the embodiment of the present invention, the multi-stage fraction detection in embodiment 1 specifically includes detecting (2S,3S) -2, 3-butanediol chirality by Gas Chromatography (GC), specifically, GC chirality: chromatographic column CP-Chirasil-Dex CB (CP7502)25 m.times.0.25 μm, column flow: 0.8mL/min, inlet temperature: 250 ℃, detector temperature: 300 ℃, split ratio 28:1, injection amount: 1 μ L, column temperature: 80 ℃, analysis time: 14 min. 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
300g of a 2, 3-butanediol sample having a purity of 98% of (2S,3S) -2, 3-butanediol of example 1 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 of DB-WAX 15 m.times.0.25. mu.m.times.0.25 mm, a column flow 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 as shown in FIG. 5, and an area percentage calculation according to FIG. 5 to obtain an area percentage report as shown in FIG. 6, which shows 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 segmented rectifying towers with the number of tower sections being 3;
heating the internal temperature of the reaction container to 87 ℃, so that a 2, 3-butanediol stereoisomer mixture enters a segmented rectifying tower for rectification, controlling the temperatures of different tower sections 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 section of the segmented rectifying tower is 70 ℃, the temperature of one tower section is 71 ℃, and the temperature of the other tower section is 73 ℃, so that multi-section 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 sections 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 section of the segmented rectifying tower is 78 ℃, and the temperature of the other tower section is 75 ℃, so that multiple sections 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 rectification 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
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 73 ℃ as compared with example 6.
Example 10
The same as example 6 was repeated, except that the temperature of one of the stages of the segmented rectifying column was 75 ℃ and the temperature of the other stage was 72 ℃ as compared with example 6.
Example 11
The same as example 6 was repeated, except that the temperature of one of the stages of the segmented rectifying column was 78 ℃ and the temperature of the other stage 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 during rectification was 350Pa and the reflux ratio during 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 impurity is very close to that of the product of (2S,3S) -2, 3-butanediol, and the process improves the purity of the (2S,3S) -2, 3-butanediol to more than 99% by means of rectification. 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 the (2S,3S) -2, 3-butanediol is less than 99%.
The technology can improve the purity of the (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 of the invention may be made without departing from the scope of the invention.
Claims (10)
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 segmented rectifying towers of which the number of tower sections is not less than two;
and heating the internal temperature of the reaction vessel 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 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.
2. The method for separating and purifying (2S,3S) -2, 3-butanediol as claimed in 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. The method for separating and purifying (2S,3S) -2, 3-butanediol as claimed in claim 1, wherein the temperature of one of the sections of the fractional distillation column is 70-78 ℃ in the method for separating and purifying (2S,3S) -2, 3-butanediol.
4. The method for separating and purifying (2S,3S) -2, 3-butanediol as claimed in claim 1, wherein the temperature of one of the sections of the fractional distillation column is 72-75 ℃ in the method for separating and purifying (2S,3S) -2, 3-butanediol.
5. The method for separating and purifying (2S,3S) -2, 3-butanediol as claimed in claim 1, wherein the degree of vacuum in the distillation is 340-700Pa in the method for separating and purifying (2S,3S) -2, 3-butanediol.
6. The method for separating and purifying (2S,3S) -2, 3-butanediol as claimed in claim 5, wherein the reflux ratio in the rectification is 0.09 to 0.17 in the method for separating and purifying (2S,3S) -2, 3-butanediol.
7. The method for separating and purifying (2S,3S) -2, 3-butanediol as claimed in claim 1, wherein the mixture of stereoisomers of 2, 3-butanediol comprises meso-2, 3-butanediol and (2S,3S) -2, 3-butanediol.
8. 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 mixture of stereoisomers of 2, 3-butanediol comprises (2R,3R) -2, 3-butanediol, meso-2, 3-butanediol and (2S,3S) -2, 3-butanediol.
9. Use of a method for the separation and purification of (2S,3S) -2, 3-butanediol according to any of claims 1 to 8 for the separation and/or purification of stereoisomers of alcoholic organic compounds.
10. Use of a method of separation and purification of (2S,3S) -2, 3-butanediol as claimed in any of claims 1 to 8 in the asymmetric synthesis of chiral compounds.
Priority Applications (1)
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| JP2003048854A (en) * | 2001-08-01 | 2003-02-21 | Mitsubishi Chemicals Corp | 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 |
| CN106748645A (en) * | 2016-12-10 | 2017-05-31 | 山东元利科技股份有限公司 | The method that one kind improves 1,6 hexylene glycol purity |
| CN109336737A (en) * | 2018-06-15 | 2019-02-15 | 苏州苏震生物工程有限公司 | A kind of 2,3- butanediol method of separating isomers |
| 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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| JP2003048854A (en) * | 2001-08-01 | 2003-02-21 | Mitsubishi Chemicals Corp | 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 |
| CN106748645A (en) * | 2016-12-10 | 2017-05-31 | 山东元利科技股份有限公司 | The method that one kind improves 1,6 hexylene glycol purity |
| CN109336737A (en) * | 2018-06-15 | 2019-02-15 | 苏州苏震生物工程有限公司 | A kind of 2,3- butanediol method of separating isomers |
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