Synthesis process of propynyl butyl carbamate

Abstract

The invention relates to the technical field of organic chemistry, in particular to a propynyl butyl carbamate synthesis process, which comprises the following steps: firstly, adding a catalyst into a propargyl alcohol metering tank, uniformly stirring to obtain a mixture A for later use, then adding n-butyl isocyanate into a reaction container, starting stirring, then dropwise adding the mixture A into the reaction container, and reacting for 2-3 hours to obtain a mixture B; after dropwise adding is finished, replacing the reaction container with nitrogen, preserving heat for 6-18 hours after replacement is finished, sampling and analyzing, transferring the materials in the reaction container into a decolorizing container, adding activated carbon in a stirring state for decolorizing, transferring the materials into a filtering system for filtering after decolorizing is finished, and filtering to obtain a filtrate; the method comprises the following steps of: adding a filtrate into a finished product tank, and automatically packaging to finish the synthesis of the propynyl butyl carbamate, so that the technical problems that a rectification process is needed in the process in the prior art, and the propynyl butyl carbamate becomes unstable and is easy to decompose under a high-temperature condition, so that the content of the product is reduced are solved.

Description

Technical Field

[0001] The invention relates to the technical field of organic chemistry, and in particular to a synthesis process of propynyl butylcarbamate. Background Art

[0002] Propynyl butylcarbamate (PBC) is a precursor for the synthesis of 3-iodo-2-propynyl butylcarbamate (IPBC), which can be used as a cosmetic additive, wood preservative, and fungicide. The reaction mechanism is CHCCH2OH+C4H9NCO=CHCCH2OOCNHC4H9.

[0003] In the prior art, the synthesis process of propargyl butyl carbamate can adopt the method mentioned in the propargyl butyl carbamate and its synthesis process disclosed in patent publication number CN1634878A: a certain molar ratio of propargyl alcohol and n-butyl ester are reacted at a certain temperature for a certain time under the action of a catalyst to obtain a crude product, and then the refined propargyl butyl carbamate is obtained by distillation and purification. The average yield of the product is 96.3%, and the content is 95%. The process route is as follows: Figure 1 shown.

[0004] However, the above process requires a distillation process, and propynyl butyl carbamate becomes unstable and easily decomposes under high temperature conditions, resulting in a decrease in the content in the product. Summary of the invention

[0005] The object of the present invention is to provide a process for synthesizing propynyl butylcarbamate, aiming to solve the technical problem that the process in the prior art requires a distillation process, and propynyl butylcarbamate becomes unstable and easily decomposes under high temperature conditions, resulting in a decrease in the content of the product.

[0006] To achieve the above object, the present invention adopts a process for synthesizing propynyl butyl carbamate, comprising the following steps:

[0007] Step 1: First, add the catalyst into the propynyl alcohol metering tank and stir evenly to obtain a mixture A for later use;

[0008] Step 2: adding n-butyl isocyanate into a reaction vessel and starting stirring;

[0009] Step 3, adding mixture A dropwise into the reaction container;

[0010] Step 4: After the addition is completed, the reaction container is replaced with nitrogen. After the replacement is completed, the temperature is kept for 6 to 18 hours and then sampling and analysis are performed;

[0011] Step 5: Transfer the material in the reaction vessel into a decolorization vessel, and add activated carbon for decolorization under stirring;

[0012] Step 6: After decolorization is completed, the material is transferred to the filtration system for filtration, and the filtrate is placed in the finished product tank for automatic packaging to complete the synthesis of propynyl butylcarbamate.

[0013] The catalyst is any one of amines and pyridine or a combination of two thereof, the molar ratio of the propargyl alcohol to the catalyst is 1:0.001-0.01, and the molar ratio of the propargyl alcohol to the n-butyl isocyanate is 1:1-1.5.

[0014] Among them, in step 2, n-butyl isocyanate is added to the reaction container, and during the stirring process, it is necessary to open the inlet and outlet valves of the reaction container jacketed with chilled brine, control the temperature in the reaction container to -10 to 10°C, and control the pressure in the reaction container to normal.

[0015] Among them, in step three, when the mixture A is added dropwise into the reaction container, it is necessary to control the temperature in the reaction container to 0-40°C by adjusting the opening of the jacketed chilled brine inlet valve, and control the positive pressure in the reaction container.

[0016] Wherein, in step 3, when the mixture A is added dropwise into the reaction container, the dropping speed is 30 to 90 L / h, and the dropping time is 30 to 60 hours.

[0017] Among them, in step 4, after the dropwise addition is completed, the reaction container is replaced with nitrogen 3 to 4 times, and the slight positive pressure in the reaction container needs to be controlled, and the jacketed chilled brine is adjusted at the same time to control the temperature in the reaction container at 5 to 40°C.

[0018] Wherein, in step five, the material in the reaction container is transferred into a decolorization container, and activated carbon is added under stirring for decolorization, and the stirring time is 2 to 7 hours.

[0019] Among them, in step six, the filtration system is a two-in-one filtration and washing system.

[0020] The invention discloses a process for synthesizing propargyl butylcarbamate. Firstly, a catalyst is added into a propargyl alcohol metering tank, and the mixture A is obtained by stirring evenly for standby use. Then, n-butyl isocyanate is added into a reaction container, and stirring is started. Then, the mixture A is added dropwise into the reaction container. After the addition is completed, the reaction container is replaced by nitrogen. After the replacement is completed, the reaction container is kept warm for 6 to 18 hours and then sampled and analyzed. The material in the reaction container is transferred into a decolorization container, and activated carbon is added under stirring for decolorization. After the decolorization is completed, the material is transferred into a filtering system for filtration, and the filtrate is placed into a finished product tank for automatic packaging to complete the synthesis of propargyl butylcarbamate. The process is adopted to improve the product yield and purity of propargyl butylcarbamate and meet the needs of industrial production. The yield of propargyl butylcarbamate prepared by the improved process route reaches 97%, and the crude product purity exceeds 98%. At the same time, the process is changed from distillation + residue incineration to decolorization + filtration, which greatly reduces energy consumption, makes the utilization efficiency of raw materials high, the product purity high, and the production energy consumption reduced. Overall, the cost reduction and efficiency improvement of the product are achieved, and its competitive advantage is expanded. In this way, the technical problem that the distillation process is required in the process of the prior art, and propargyl butylcarbamate becomes unstable and easy to decompose under high temperature conditions, resulting in a decrease in the content in the product is solved. BRIEF DESCRIPTION OF THE DRAWINGS

[0021] In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings required for use in the embodiments or the description of the prior art will be briefly introduced below. Obviously, the drawings described below are only some embodiments of the present invention. For ordinary technicians in this field, other drawings can be obtained based on these drawings without paying creative work.

[0022] Figure 1 The present invention is a schematic diagram of the synthesis process route of propynyl butyl carbamate in the prior art.

[0023] Figure 2 It is a process step diagram of the synthesis process of propynyl butyl carbamate of the present invention.

[0024] Figure 3 This is a sample analysis spectrum of propynyl butylcarbamate of the present invention.

[0025] Figure 4 It is a schematic diagram of the sample analysis results of propynyl butylcarbamate of the present invention. DETAILED DESCRIPTION

[0026] Embodiments of the present invention are described in detail below. Examples of the embodiments are shown in the accompanying drawings. The embodiments described below with reference to the accompanying drawings are exemplary and are intended to be used to explain the present invention, but should not be construed as limiting the present invention.

[0027] See also Figure 1 to Figure 4 ,in Figure 1 It is a schematic diagram of the synthesis process route of propynyl butyl carbamate in the prior art. Figure 2 1 is a process step diagram of the synthesis process of propynyl butyl carbamate of the present invention, Figure 3 is a sample analysis spectrum of propynyl butyl carbamate of the present invention, Figure 4 It is a schematic diagram of the sample analysis results of propynyl butylcarbamate of the present invention.

[0028] The present invention provides a process for synthesizing propynyl butylcarbamate, comprising the following steps:

[0029] S101, firstly, adding a catalyst into a propynyl alcohol metering tank, and stirring evenly to obtain a mixture A for standby use;

[0030] According to this specific embodiment, the catalyst is any one of amines and pyridine or a combination of two thereof, and the molar ratio of the propynyl alcohol to the catalyst is 1:0.001-0.01.

[0031] S102, adding n-butyl isocyanate into a reaction container, and starting stirring;

[0032] According to this specific embodiment, the molar ratio of the propargyl alcohol to the n-butyl isocyanate is 1:1 to 1.5. When n-butyl isocyanate is added to the reaction vessel and stirring is started, the inlet and outlet valves of the chilled brine jacket of the reaction vessel need to be opened, the temperature in the reaction vessel needs to be controlled at -10 to 10°C, and the pressure in the reaction vessel needs to be controlled at normal pressure.

[0033] S103, adding mixture A dropwise into the reaction container;

[0034] According to this specific embodiment, when mixture A is added dropwise into the reaction vessel, it is necessary to control the temperature in the reaction vessel to 0-40°C by adjusting the opening of the jacketed chilled brine inlet valve, and control the positive pressure in the reaction vessel. When mixture A is added dropwise into the reaction vessel, the dropping speed is 30-90 L / h, and the dropping time is 30-60 hours.

[0035] S104, after the addition is completed, the reaction container is replaced with nitrogen, and after the replacement is completed, the temperature is kept for 6 to 18 hours and then sampling and analysis are performed;

[0036] According to this specific embodiment, after the addition is completed, the reaction container is replaced with nitrogen 3 to 4 times, and the reaction container needs to be slightly positively pressured, while the jacketed chilled brine is adjusted to control the temperature in the reaction container at 5 to 40°C.

[0037] S105, transferring the material in the reaction vessel into a decolorization vessel, and adding activated carbon for decolorization under stirring;

[0038] According to this specific embodiment, the material in the reaction container is transferred into a decolorization container, and activated carbon is added under stirring for decolorization, and the stirring time is 2 to 7 hours.

[0039] S106. After the decolorization is completed, the material is transferred to the filtration system for filtration, and the filtrate is placed in the finished product tank for automatic packaging to complete the synthesis of propynyl butylcarbamate.

[0040] According to this specific embodiment, the filtration system is a two-in-one filtration and washing system.

[0041] A process for synthesizing propargyl butylcarbamate using the present embodiment comprises the following steps: firstly, adding a catalyst into a propargyl alcohol metering tank, and stirring evenly to obtain a mixture A for standby use; then, adding n-butyl isocyanate into a reaction container, and stirring is started; then, the mixture A is dripped into the reaction container; after the dripping is completed, the reaction container is replaced by nitrogen; after the replacement is completed, the reaction container is kept warm for 6 to 18 hours and then sampled and analyzed; the material in the reaction container is transferred into a decolorization container, and activated carbon is added under stirring for decolorization; after the decolorization is completed, the material is transferred into a filtration system for filtration; and the filtrate is placed into a finished product tank for automatic packaging to complete the synthesis of propargyl butylcarbamate. The present process improves the product yield and purity of propargyl butylcarbamate and meets the needs of industrial production. The yield of propargyl butylcarbamate prepared by the improved process route reaches 97%, and the crude product purity exceeds 98%. At the same time, the process is changed from distillation + residue incineration to decolorization + filtration, which greatly reduces energy consumption, makes the utilization efficiency of raw materials high, the product purity high, and the production energy consumption reduced. Overall, the cost reduction and efficiency improvement of the product are achieved, and its competitive advantage is expanded. In this way, the technical problem that the distillation process is required in the process of the prior art, and propargyl butylcarbamate becomes unstable and easy to decompose under high temperature conditions, resulting in a decrease in the content in the product is solved.

[0042] What is disclosed above is only a preferred embodiment of the present invention, and it certainly cannot be used to limit the scope of rights of the present invention. Ordinary technicians in this field can understand that all or part of the processes of the above embodiment and equivalent changes made according to the claims of the present invention still fall within the scope of the invention.

Claims

1. A process for synthesizing propynyl butylcarbamate, characterized in that: The following steps are involved: Step 1: First, add the catalyst into the propynyl alcohol metering tank and stir evenly to obtain a mixture A for later use; Step 2: adding n-butyl isocyanate into a reaction vessel and starting stirring; Step 3, adding mixture A dropwise into the reaction container; Step 4: After the addition is completed, the reaction container is replaced with nitrogen. After the replacement is completed, the temperature is kept for 6 to 18 hours and then sampling and analysis are performed; Step 5: Transfer the material in the reaction vessel into a decolorization vessel, and add activated carbon for decolorization under stirring; Step 6: After decolorization is completed, the material is transferred to the filtration system for filtration, and the filtrate is placed in the finished product tank for automatic packaging to complete the synthesis of propynyl butylcarbamate.

2. The process for synthesizing propynyl butylcarbamate according to claim 1, characterized in that: The catalyst is any one of amines and pyridine or a combination of two thereof; the molar ratio of the propargyl alcohol to the catalyst is 1:0.001-0.01; and the molar ratio of the propargyl alcohol to the n-butyl isocyanate is 1:1-1.

5.

3. The process for synthesizing propynyl butylcarbamate according to claim 2, characterized in that: In step 2, n-butyl isocyanate is added to the reaction container, and during the stirring process, the inlet and outlet valves of the chilled brine in the jacket of the reaction container need to be opened to control the temperature in the reaction container to -10 to 10°C and to control the pressure in the reaction container to normal.

4. The process for synthesizing propynyl butylcarbamate according to claim 3, characterized in that: In step 3, when the mixture A is added dropwise into the reaction vessel, the temperature in the reaction vessel needs to be controlled to be 0-40° C. by adjusting the opening of the jacketed chilled brine inlet valve, and the positive pressure in the reaction vessel needs to be controlled.

5. The process for synthesizing propynyl butylcarbamate according to claim 4, characterized in that: In step 3, when the mixture A is added dropwise into the reaction container, the dropping speed is 30 to 90 L / h and the dropping time is 30 to 60 hours.

6. The process for synthesizing propynyl butylcarbamate according to claim 5, characterized in that: In step 4, after the addition is completed, the reaction container is replaced with nitrogen 3 to 4 times, and the reaction container needs to be slightly positively pressured, while the jacketed chilled brine is adjusted to control the temperature in the reaction container at 5 to 40°C.

7. The process for synthesizing propynyl butylcarbamate according to claim 6, characterized in that: In step five, the material in the reaction container is transferred into a decolorization container, and activated carbon is added for decolorization under stirring, and the stirring time is 2 to 7 hours.

8. The process for synthesizing propynyl butylcarbamate according to claim 7, characterized in that: In step six, the filtration system is a two-in-one filtration and washing system.

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