CN112209808A - Novel process for producing sodium methoxide - Google Patents

Novel process for producing sodium methoxide Download PDF

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Publication number
CN112209808A
CN112209808A CN202010969200.3A CN202010969200A CN112209808A CN 112209808 A CN112209808 A CN 112209808A CN 202010969200 A CN202010969200 A CN 202010969200A CN 112209808 A CN112209808 A CN 112209808A
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sodium methoxide
steam
reaction
methanol
mixed steam
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余奋玉
周章凯
赵家宝
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Anhui Jinbang Pharmaceutical Chemical Co ltd
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Anhui Jinbang Pharmaceutical Chemical Co ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/68Preparation of metal alcoholates
    • C07C29/70Preparation of metal alcoholates by converting hydroxy groups to O-metal groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/80Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/10Process efficiency

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  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention relates to a new process for producing sodium methoxide, which comprises the following steps: firstly, sequentially adding a methanol solution and a sodium hydroxide solution into a reactive distillation column according to a ratio, stirring, reacting while rectifying, discharging mixed steam from the top of the column, and forming a product at the bottom of the column; secondly, heating the mixed steam, introducing the heated mixed steam into a steam permeation separation system, and separating methanol and water in the mixed steam through a steam permeation membrane; and finally, obtaining a sodium methoxide crude product at the bottom of the tower, and obtaining a sodium methoxide finished product after purification and drying. The reaction rectifying tower and the steam permeation separation system are used in a combined mode, so that a synthetic product can be quickly separated from a reactant, the reaction is carried out in the forward direction, water generated in the reaction can be separated and removed through the evaporation permeation membrane, the forward reaction is accelerated, and the production efficiency of sodium methoxide is improved.

Description

Novel process for producing sodium methoxide
Technical Field
The invention belongs to the field of sodium methoxide preparation processes, and particularly relates to a novel sodium methoxide production process.
Background
Sodium methoxide is the most basic sodium alkoxide, is mainly used as a raw material of a synthetic intermediate of medicines and pesticides, can also be used as a catalyst and an analytical reagent for producing edible oil and biodiesel, and has good market prospect. At present, the domestic sodium methoxide production method mainly comprises an alkali method and a metal sodium method, and large-scale industrialization is realized. The metallic sodium method is characterized in that metallic sodium directly reacts with alcohol to produce sodium alkoxide and hydrogen, and the method has the advantages of simple process, high product purity and less equipment investment. But the production process is extremely unsafe, and the metallic sodium is expensive. The alkaline method is that sodium hydroxide reacts with methanol to generate sodium methoxide and water, the method has the advantages of easily available raw materials, low cost and good operation safety, but a strong reversible reaction is adopted in the reaction, the generated water can be continuously removed to continuously proceed towards the direction of a product, and a reaction rectification method is adopted in production. However, the gas discharged after the reactive distillation contains raw material components, which easily causes waste of raw materials.
Therefore, it is of great practical significance to develop and provide a new process for producing sodium methoxide, which can solve the above problems.
Disclosure of Invention
The invention aims to solve the problems and provide a novel process for producing sodium methoxide, which is simple in method and reasonable in design.
The invention realizes the purpose through the following technical scheme:
a new process for producing sodium methoxide comprises the following steps:
step S1: adding a methanol solution and a sodium hydroxide solution into a reactive distillation column in sequence according to a ratio, stirring, reacting while rectifying, discharging mixed steam from the top of the column, and forming a product at the bottom of the column;
step S2: heating the mixed steam discharged in the step S1, introducing the heated mixed steam into a steam permeation separation system, and separating methanol and water in the mixed steam through a steam permeation membrane;
step S3: and (5) obtaining a sodium methoxide crude product at the bottom of the tower in the step S1, and obtaining a sodium methoxide finished product after purification and drying.
As a further optimization scheme of the invention, the mass ratio of the sodium hydroxide to the methanol in the step S1 is 1:3-6, and the reaction temperature is 100-120 ℃.
As a further optimized scheme of the present invention, an additive is disposed in the vapor permeation system in step S2, the additive is a molecular sieve, and the heating temperature of the mixed vapor does not exceed 160 ℃.
In a further preferred embodiment of the present invention, the methanol separated by the vapor permeable membrane in the step S2 is condensed and then introduced into the step S1 to continue the reaction, and the separated water is discharged.
As a further optimization scheme of the invention, the sodium hydroxide purified and separated in the step S3 is continuously introduced into the step S1 to participate in the reaction.
The invention has the beneficial effects that:
1) the reaction rectifying tower and the steam permeation separation system are used in a combined mode, so that a synthetic product can be quickly separated from a reactant, the reaction is carried out in the forward direction, water generated in the reaction can be separated and removed through the evaporation permeation membrane, the forward reaction is accelerated, and the production efficiency of sodium methoxide is improved;
2) according to the invention, the mixed steam discharged from the reaction rectifying tower is separated, the methanol component in the mixed steam is recovered, and the mixed steam is continuously put into the reaction rectifying tower for continuous reaction, so that the waste of raw materials is reduced, the cost is reduced, and the utilization rate of the raw materials is improved;
3) according to the invention, the sodium methoxide crude product in the reaction rectifying tower is purified to obtain sodium methoxide with higher purity, and the purified alkali liquor can be continuously put into the reaction rectifying tower for use, so that the alkali liquor can be recycled, the waste of raw materials is reduced, and the reaction rectifying tower is energy-saving and environment-friendly;
4) according to the invention, the additive molecular sieve is arranged in the steam permeation system, so that the moisture in the mixed steam can be effectively removed, the methanol and the water are more thoroughly separated, the purity of the separated methanol is higher, and the methanol is beneficial to being recycled and continuously participating in the reaction;
5) the method is simple, high in stability, reasonable in design and convenient to implement.
Detailed Description
The following detailed description of the present application is provided to further illustrate the present application and should not be construed as limiting the scope of the present application, which is defined by the claims appended hereto.
Example 1
A new process for producing sodium methoxide comprises the following steps:
step S1: sequentially adding a sodium hydroxide solution and a methanol solution into a reactive distillation tower according to a mass ratio of 1:3, stirring at 100 ℃, reacting while rectifying, discharging mixed steam from the tower top, and forming a product at the tower bottom;
step S2: heating the mixed steam discharged in the step S1, introducing the heated mixed steam into a steam permeation separation system, separating methanol and water in the mixed steam through a steam permeation membrane, discharging moisture, condensing the methanol, and introducing the condensed methanol into the step S1 to continue reaction;
step S3: and (5) obtaining a sodium methoxide crude product at the bottom of the tower in the step S1, purifying and drying to obtain a sodium methoxide finished product, and recovering alkali liquor sodium hydroxide and introducing the alkali liquor sodium hydroxide into a reaction rectifying tower for continuous reaction.
It should be noted that, an additive is provided in the vapor permeation system in step S2, the additive is a molecular sieve, and the heating temperature of the mixed vapor does not exceed 160 ℃.
Example 2
A new process for producing sodium methoxide comprises the following steps:
step S1: sequentially adding a sodium hydroxide solution and a methanol solution into a reactive distillation tower according to a mass ratio of 1:4, stirring at 110 ℃, reacting and rectifying, discharging mixed steam from the tower top, and forming a product at the tower bottom;
step S2: heating the mixed steam discharged in the step S1, introducing the heated mixed steam into a steam permeation separation system, separating methanol and water in the mixed steam through a steam permeation membrane, discharging moisture, condensing the methanol, and introducing the condensed methanol into the step S1 to continue reaction;
step S3: and (5) obtaining a sodium methoxide crude product at the bottom of the tower in the step S1, purifying and drying to obtain a sodium methoxide finished product, and recovering alkali liquor sodium hydroxide and introducing the alkali liquor sodium hydroxide into a reaction rectifying tower for continuous reaction.
It should be noted that, an additive is provided in the vapor permeation system in step S2, the additive is a molecular sieve, and the heating temperature of the mixed vapor does not exceed 160 ℃.
Example 3
A new process for producing sodium methoxide comprises the following steps:
step S1: sequentially adding a sodium hydroxide solution and a methanol solution into a reactive distillation tower according to a mass ratio of 1:5, stirring at 120 ℃, reacting while rectifying, discharging mixed steam from the tower top, and forming a product at the tower bottom;
step S2: heating the mixed steam discharged in the step S1, introducing the heated mixed steam into a steam permeation separation system, separating methanol and water in the mixed steam through a steam permeation membrane, discharging moisture, condensing the methanol, and introducing the condensed methanol into the step S1 to continue reaction;
step S3: and (5) obtaining a sodium methoxide crude product at the bottom of the tower in the step S1, purifying and drying to obtain a sodium methoxide finished product, and recovering alkali liquor sodium hydroxide and introducing the alkali liquor sodium hydroxide into a reaction rectifying tower for continuous reaction.
It should be noted that, an additive is provided in the vapor permeation system in step S2, the additive is a molecular sieve, and the heating temperature of the mixed vapor does not exceed 160 ℃.
Example 4
A new process for producing sodium methoxide comprises the following steps:
step S1: sequentially adding a sodium hydroxide solution and a methanol solution into a reactive distillation tower according to a mass ratio of 1:6, stirring at 110 ℃, reacting and rectifying, discharging mixed steam from the tower top, and forming a product at the tower bottom;
step S2: heating the mixed steam discharged in the step S1, introducing the heated mixed steam into a steam permeation separation system, separating methanol and water in the mixed steam through a steam permeation membrane, discharging moisture, condensing the methanol, and introducing the condensed methanol into the step S1 to continue reaction;
step S3: and (5) obtaining a sodium methoxide crude product at the bottom of the tower in the step S1, purifying and drying to obtain a sodium methoxide finished product, and recovering alkali liquor sodium hydroxide and introducing the alkali liquor sodium hydroxide into a reaction rectifying tower for continuous reaction.
It should be noted that, an additive is provided in the vapor permeation system in step S2, the additive is a molecular sieve, and the heating temperature of the mixed vapor does not exceed 160 ℃.
Comparative example 1
A production process of sodium methoxide comprises the following steps:
step S1: sequentially adding a sodium hydroxide solution and a methanol solution into a reactive distillation tower according to a mass ratio of 1:4, stirring at 110 ℃, reacting and rectifying, discharging mixed steam from the tower top, and forming a product at the tower bottom;
step S2: and (5) obtaining a sodium methoxide crude product at the bottom of the tower in the step S1, purifying and drying to obtain a sodium methoxide finished product, and recovering alkali liquor sodium hydroxide and introducing the alkali liquor sodium hydroxide into a reaction rectifying tower for continuous reaction.
Comparative example 2
A production process of sodium methoxide comprises the following steps:
step S1: sequentially adding a sodium hydroxide solution and a methanol solution into a reaction kettle according to the mass ratio of 1:4, stirring and reacting at 110 ℃, and discharging a product;
step S2: and (5) obtaining a sodium methoxide crude product at the bottom of the tower in the step S1, purifying and drying to obtain a sodium methoxide finished product, and recovering alkali liquor sodium hydroxide and introducing the alkali liquor sodium hydroxide into a reaction kettle for continuous reaction.
Comparative example 3
A new process for producing sodium methoxide comprises the following steps:
step S1: sequentially adding a sodium hydroxide solution and a methanol solution into a reactive distillation tower according to a mass ratio of 1:4, stirring at 110 ℃, reacting and rectifying, discharging mixed steam from the tower top, and forming a product at the tower bottom;
step S2: heating the mixed steam discharged in the step S1, introducing the heated mixed steam into a steam permeation separation system, separating methanol and water in the mixed steam through a steam permeation membrane, discharging moisture, condensing the methanol, and introducing the condensed methanol into the step S1 to continue reaction;
step S3: and (5) obtaining a sodium methoxide crude product at the bottom of the tower in the step S1, purifying and drying to obtain a sodium methoxide finished product, and recovering alkali liquor sodium hydroxide and introducing the alkali liquor sodium hydroxide into a reaction rectifying tower for continuous reaction.
Note that the heating temperature of the mixed steam in step S2 does not exceed 160 ℃.
Test 1
The dried sodium methoxide solid samples obtained in examples 1 to 4 and comparative examples 1 and 2 were examined for their total alkali content, sodium methoxide content, and total yield, and the results are shown in table 1 below:
Figure BDA0002683447400000061
Figure BDA0002683447400000071
the results in the table above show that: when the new process of the invention is adopted, the reaction rectifying tower and the steam permeation separation system are combined, the total alkali content of the obtained solid sodium methoxide is more than 99 percent and is far higher than that of the sodium methoxide obtained in the comparative example 1, in addition, the sodium methoxide content in the finished products of the examples 1 to 4 is more than 98 percent, and the sodium methoxide content of the comparative examples 1 and 2 is lower than that of the examples, because the reaction rectifying tower adopted in the examples can timely remove the reaction product, which is beneficial to the reaction of synthesizing the sodium methoxide by an alkali method to move towards the positive direction, and the gas at the top of the tower is subjected to steam permeation membrane separation, so that the water generated in the reaction can be effectively removed, and the reaction efficiency is further improved.
The invention also detects the yield of sodium methoxide products of examples 1-4 and comparative examples 1 and 2, as can be seen from table 1, the yield of sodium methoxide of examples 1-4 is much higher than that of comparative examples 1 and 2, because the alkali liquor in the products is recycled by the production process in the examples and continuously participates in the reaction, and the yield of sodium methoxide can be improved by the reaction rectifying tower, and the moisture is separated by steam permeation, so that the yield is increased.
Test 2
The purity and yield of sodium methoxide obtained in examples 1 to 4 of the present invention and comparative example 3 were examined, and the results are shown in table 2 below:
Figure BDA0002683447400000072
Figure BDA0002683447400000081
the result of last table shows, after adding molecular sieve in the steam infiltration system, can effectually improve the sodium methoxide content in the mixed steam, reduce moisture at the internal reflux of reaction rectifying column, improve the separation efficiency of methanol and water, improve the methanol purity of retrieving, be favorable to subsequent sodium methoxide reaction.
The above-mentioned embodiments only express several embodiments of the present invention, and the description thereof is more specific and detailed, but not construed as limiting the scope of the present invention. It should be noted that, for a person skilled in the art, several variations and modifications can be made without departing from the inventive concept, which falls within the scope of the present invention.

Claims (5)

1. The new process for producing sodium methoxide is characterized by comprising the following steps:
step S1: adding a methanol solution and a sodium hydroxide solution into a reactive distillation column in sequence according to a ratio, stirring, reacting while rectifying, discharging mixed steam from the top of the column, and forming a product at the bottom of the column;
step S2: heating the mixed steam discharged in the step S1, introducing the heated mixed steam into a steam permeation separation system, and separating methanol and water in the mixed steam through a steam permeation membrane;
step S3: and (5) obtaining a sodium methoxide crude product at the bottom of the tower in the step S1, and obtaining a sodium methoxide finished product after purification and drying.
2. The new process for producing sodium methoxide according to claim 1, characterized in that: the mass ratio of the sodium hydroxide to the methanol in the step S1 is 1:3-6, and the reaction temperature is 100-120 ℃.
3. The new process for producing sodium methoxide according to claim 1, characterized in that: an additive is arranged in the steam permeation system in the step S2, the additive is a molecular sieve, and the heating temperature of the mixed steam is not more than 160 ℃.
4. The new process for producing sodium methoxide according to claim 1, characterized in that: the methanol separated by the vapor permeable membrane in the step S2 is condensed and then introduced into the step S1 to continue the reaction, and the separated water is discharged.
5. The new process for producing sodium methoxide according to claim 1, characterized in that: the sodium hydroxide purified and separated in the step S3 is continuously introduced into the step S1 to participate in the reaction.
CN202010969200.3A 2020-09-15 2020-09-15 Novel process for producing sodium methoxide Pending CN112209808A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113087596A (en) * 2021-04-07 2021-07-09 宁波浙铁江宁化工有限公司 Process for preparing low free alkali sodium methoxide methanol solution based on alkaline method
CN115745743A (en) * 2022-11-24 2023-03-07 河南盛宏丰化工有限公司 Production process of liquid sodium methoxide
CN116120151A (en) * 2023-02-17 2023-05-16 东营富华达远新材料有限公司 Sodium methoxide production process

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4895989A (en) * 1987-07-14 1990-01-23 Metallgesellschaft Aktiengesellschaft Process for producing alkali metal alcoholates
CN1626488A (en) * 2004-08-13 2005-06-15 于志波 Technique of alkaline process for producing sodium methoxide/sodium ethylate
CN108863719A (en) * 2018-07-27 2018-11-23 宁波汇甬新材料有限公司 Steam infiltration-alkaline process coupling prepares the method and device of sodium methoxide
CN209210671U (en) * 2018-07-27 2019-08-06 浙江汇甬新材料有限公司 Steam infiltration-alkaline process coupling prepares the device of sodium methoxide
CN111635293A (en) * 2020-05-14 2020-09-08 天津市汇筑恒升科技有限公司 Sodium methoxide production device and method

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4895989A (en) * 1987-07-14 1990-01-23 Metallgesellschaft Aktiengesellschaft Process for producing alkali metal alcoholates
CN1626488A (en) * 2004-08-13 2005-06-15 于志波 Technique of alkaline process for producing sodium methoxide/sodium ethylate
CN108863719A (en) * 2018-07-27 2018-11-23 宁波汇甬新材料有限公司 Steam infiltration-alkaline process coupling prepares the method and device of sodium methoxide
CN209210671U (en) * 2018-07-27 2019-08-06 浙江汇甬新材料有限公司 Steam infiltration-alkaline process coupling prepares the device of sodium methoxide
CN111635293A (en) * 2020-05-14 2020-09-08 天津市汇筑恒升科技有限公司 Sodium methoxide production device and method

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113087596A (en) * 2021-04-07 2021-07-09 宁波浙铁江宁化工有限公司 Process for preparing low free alkali sodium methoxide methanol solution based on alkaline method
CN113087596B (en) * 2021-04-07 2022-08-26 宁波浙铁江宁化工有限公司 Process for preparing low free alkali sodium methoxide methanol solution based on alkaline method
CN115745743A (en) * 2022-11-24 2023-03-07 河南盛宏丰化工有限公司 Production process of liquid sodium methoxide
CN116120151A (en) * 2023-02-17 2023-05-16 东营富华达远新材料有限公司 Sodium methoxide production process

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