CN111004086A - Continuous production process of 1-chloro-3-methyl-2-butene - Google Patents
Continuous production process of 1-chloro-3-methyl-2-butene Download PDFInfo
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- CN111004086A CN111004086A CN201911298254.5A CN201911298254A CN111004086A CN 111004086 A CN111004086 A CN 111004086A CN 201911298254 A CN201911298254 A CN 201911298254A CN 111004086 A CN111004086 A CN 111004086A
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- C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
- C07C17/08—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated hydrocarbons
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Abstract
The invention relates to a continuous production process of 1-chloro-3-methyl-2-butene, which comprises the following steps: 1) metering isoprene, concentrated hydrochloric acid and dry hydrogen chloride gas by a flowmeter, and continuously feeding into a first-stage reaction kettle for reaction; 2) the reaction materials after the first-stage reaction are continuously reacted through an overflow pipe at the upper part of the side of the kettle to a second-stage reaction kettle and a third-stage reaction kettle; 3) and overflowing the third-stage reaction kettle to a phase separator for continuous layering, wherein the upper layer is chlorinated liquid and is fed to a finished product tank to obtain the 1-chloro-3-methyl-2-butene product, and the lower layer is a hydrochloric acid layer and is returned to the reaction kettle for continuous application. The invention has the advantages that: the invention realizes continuous production through multi-stage kettle type series reaction, greatly improves the automation degree and safety, does not need to use organic solvent and catalyst, and has the characteristics of greatly shortened production flow, low equipment investment cost, short production period, stable product quality and the like compared with the prior art.
Description
Technical Field
The invention belongs to the field of chemical industry, and particularly relates to a continuous production process of 1-chloro-3-methyl-2-butene.
Background
1-chloro-3-methyl-2-butene (chloro isoamylene) is an important chemical intermediate, and is mainly used as an intermediate of pesticide, medicine and perfume. It can be further prepared into 3-methyl-2-butene-1-ol (isopentenol) through esterification and saponification reactions, and is an important intermediate for synthesizing pyrethroid pesticides.
A comparative application No. 201210431182.9 Chinese patent discloses a preparation process of 1-chloro-3-methyl-2-butene, which comprises the steps of adopting isoprene and anhydrous hydrogen chloride as pharmaceutical reaction raw materials, adopting dichloromethane as a solvent, and adopting cuprous chloride and triethylamine hydrochloride as catalysts to prepare high-content 1-chloroisopentene through reaction, wherein the molar ratio of the isoprene to the anhydrous hydrogen chloride is 1: 1.05-1.1.
The above patent is an intermittent reaction, the production period is long, and the equipment utilization rate is low. In addition, the process needs the solvent dichloromethane and the catalyst triethylamine hydrochloride, and has the defects of long post-treatment process, complex process, high solvent consumption, large environmental pollution, low yield and the like.
Disclosure of Invention
The invention aims to provide a continuous production process of 1-chloro-3-methyl-2-butene, which can reduce equipment investment cost, shorten production period and ensure stable product quality.
In order to solve the technical problems, the technical scheme of the invention is as follows: the continuous production process of 1-chloro-3-methyl-2-butene has the innovation points that: the continuous production process comprises the following steps:
1) metering isoprene, concentrated hydrochloric acid and dry hydrogen chloride gas by a flowmeter, and continuously feeding into a first-stage reaction kettle for reaction;
2) the reaction materials after the first-stage reaction are continuously reacted through an overflow pipe at the upper part of the side of the kettle to a second-stage reaction kettle and a third-stage reaction kettle;
3) and overflowing the third-stage reaction kettle to a phase separator for continuous layering, wherein the upper layer is chlorinated liquid and is fed to a finished product tank to obtain the 1-chloro-3-methyl-2-butene product, and the lower layer is a hydrochloric acid layer and is returned to the reaction kettle for continuous application.
Further, in the step 1), a multistage kettle type series reaction is adopted, isoprene and concentrated hydrochloric acid are added from the upper part of the first-stage reaction kettle, and hydrogen chloride gas is respectively introduced from the bottoms of the first-stage reaction kettle, the second-stage reaction kettle and the third-stage reaction kettle.
Further, in the step 1), the mass ratio of isoprene to hydrogen chloride to concentrated hydrochloric acid is 1:0.56: 0.3-0.5.
Further, the reaction temperature is controlled to be-10 ℃ in the reaction process of the continuous production process, and the retention time is 4-8 hours.
The invention has the advantages that: the continuous production process of the 1-chloro-3-methyl-2-butene realizes continuous production through multi-stage kettle type series reaction, greatly improves the automation degree and the safety, does not need to use organic solvents and catalysts, and has the characteristics of greatly shortened production flow, low equipment investment cost, short production period, stable product quality and the like compared with the prior art.
Drawings
The present invention will be described in further detail with reference to the accompanying drawings and specific embodiments.
FIG. 1 is a flow chart of the continuous production process of 1-chloro-3-methyl-2-butene of the present invention.
Detailed Description
The following examples are presented to enable one of ordinary skill in the art to more fully understand the present invention and are not intended to limit the scope of the embodiments described herein.
The continuous production process of 1-chloro-3-methyl-2-butene of the invention, as shown in figure 1, comprises the following steps:
1) metering isoprene, concentrated hydrochloric acid and dry hydrogen chloride gas by a flowmeter, and continuously feeding into a first-stage reaction kettle for reaction;
2) the reaction materials after the first-stage reaction are continuously reacted through an overflow pipe at the upper part of the side of the kettle to a second-stage reaction kettle and a third-stage reaction kettle;
3) and overflowing the third-stage reaction kettle to a phase separator for continuous layering, wherein the upper layer is chlorinated liquid and is fed to a finished product tank to obtain the 1-chloro-3-methyl-2-butene product, and the lower layer is a hydrochloric acid layer and is returned to the reaction kettle for continuous application.
In the step 1), isoprene and concentrated hydrochloric acid are added from the upper part of a first-stage reaction kettle, hydrogen chloride gas is respectively introduced from the bottoms of a first-stage reaction kettle, a second-stage reaction kettle and a third-stage reaction kettle, the mass ratio of isoprene to hydrogen chloride to concentrated hydrochloric acid in the step 1) is 1:0.56: 0.3-0.5, the reaction temperature is controlled to be-10 ℃ in the reaction process of the continuous production process, and the retention time is 4-8 hours.
The continuous production process of 1-chloro-3-methyl-2-butene according to the present invention is described in detail below by way of specific examples.
Examples
Firstly, 600kg of hydrochloric acid with the content of 30% is respectively put into a first-stage reaction kettle, a second-stage reaction kettle and a third-stage reaction kettle to serve as substrates, then isoprene, hydrogen chloride gas and hydrochloric acid are simultaneously added into the first-stage reaction kettle through a flow meter to react, the adding amounts of the isoprene, the hydrogen chloride gas and the hydrochloric acid are respectively 450kg/h, 150kg/h and 150kg/h, the temperature is controlled to be-10 ℃, and meanwhile, the reaction materials are enabled to continuously react through an overflow pipe to the second-stage reaction kettle and the third-stage reaction kettle, the hydrogen chloride gas flow of the second-stage reaction kettle and the third-stage reaction kettle is 50 kg/h. The tail gas of the first, second and third reaction kettles escapes from the hydrogen chloride removal tail gas absorption system from the top, and the generated hydrochloric acid with the concentration of 30% is sent to the first reaction kettle for recycling. And (3) overflowing the reaction liquid from the third-stage reaction kettle to the phase separator for continuous layering, wherein the upper layer is a chlorination liquid and is fed into a finished product tank, and the lower layer is a hydrochloric acid layer and is returned to the reaction kettle for continuous application.
The finished product tank is detected by gas chromatography, the content of 1-chloro-3-methyl-2-butylene reaches more than 90 percent, and the content of unconverted isoprene is less than 4 percent.
The foregoing shows and describes the general principles and features of the present invention, together with the advantages thereof. It will be understood by those skilled in the art that the present invention is not limited to the embodiments described above, which are described in the specification and illustrated only to illustrate the principle of the present invention, but that various changes and modifications may be made therein without departing from the spirit and scope of the present invention, which fall within the scope of the invention as claimed. The scope of the invention is defined by the appended claims and equivalents thereof.
Claims (4)
1. A continuous production process of 1-chloro-3-methyl-2-butene is characterized in that: the continuous production process comprises the following steps:
1) metering isoprene, concentrated hydrochloric acid and dry hydrogen chloride gas by a flowmeter, and continuously feeding into a first-stage reaction kettle for reaction;
2) the reaction materials after the first-stage reaction are continuously reacted through an overflow pipe at the upper part of the side of the kettle to a second-stage reaction kettle and a third-stage reaction kettle;
3) and overflowing the third-stage reaction kettle to a phase separator for continuous layering, wherein the upper layer is chlorinated liquid and is fed to a finished product tank to obtain the 1-chloro-3-methyl-2-butene product, and the lower layer is a hydrochloric acid layer and is returned to the reaction kettle for continuous application.
2. The continuous process for the production of 1-chloro-3-methyl-2-butene according to claim 1, characterized in that: in the step 1), multistage kettle type series reaction is adopted, isoprene and concentrated hydrochloric acid are added from the upper part of a first-stage reaction kettle, and hydrogen chloride gas is respectively introduced from the bottoms of a first-stage reaction kettle, a second-stage reaction kettle and a third-stage reaction kettle.
3. The continuous process for the production of 1-chloro-3-methyl-2-butene according to claim 1, characterized in that: in the step 1), the mass ratio of isoprene to hydrogen chloride to concentrated hydrochloric acid is 1:0.56: 0.3-0.5.
4. The continuous process for the production of 1-chloro-3-methyl-2-butene according to claim 1, characterized in that: in the reaction process of the continuous production process, the reaction temperature is controlled to be-10 ℃, and the retention time is 4-8 hours.
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| CN201911298254.5A CN111004086A (en) | 2019-12-17 | 2019-12-17 | Continuous production process of 1-chloro-3-methyl-2-butene |
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| CN201911298254.5A CN111004086A (en) | 2019-12-17 | 2019-12-17 | Continuous production process of 1-chloro-3-methyl-2-butene |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114539076A (en) * | 2022-03-28 | 2022-05-27 | 苏州市晶协高新电子材料有限公司 | Continuous synthesis device and process of dimethyl diallyl ammonium chloride |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB855696A (en) * | 1957-12-03 | 1960-12-07 | Metal & Thermit Corp | Improvements in the preparation of 1-chloro-3-methylbutene-2 |
| JPS50160206A (en) * | 1974-06-14 | 1975-12-25 | ||
| JPS50160207A (en) * | 1974-06-14 | 1975-12-25 | ||
| US4036899A (en) * | 1976-01-20 | 1977-07-19 | Uop Inc. | Synthesis of prenyl chloride |
| EP0679438A1 (en) * | 1994-04-28 | 1995-11-02 | Wacker-Chemie GmbH | Catalyst for the preparation of 1-chloro-3-methyl-2-butene |
| CN1850754A (en) * | 2005-04-22 | 2006-10-25 | 中国石化上海石油化工股份有限公司 | Method for preparing 1-chloro isoamylene |
| CN109180450A (en) * | 2018-10-09 | 2019-01-11 | 南通天泽化工有限公司 | A kind of preparation method of methyl heptenone |
-
2019
- 2019-12-17 CN CN201911298254.5A patent/CN111004086A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB855696A (en) * | 1957-12-03 | 1960-12-07 | Metal & Thermit Corp | Improvements in the preparation of 1-chloro-3-methylbutene-2 |
| JPS50160206A (en) * | 1974-06-14 | 1975-12-25 | ||
| JPS50160207A (en) * | 1974-06-14 | 1975-12-25 | ||
| US4036899A (en) * | 1976-01-20 | 1977-07-19 | Uop Inc. | Synthesis of prenyl chloride |
| EP0679438A1 (en) * | 1994-04-28 | 1995-11-02 | Wacker-Chemie GmbH | Catalyst for the preparation of 1-chloro-3-methyl-2-butene |
| CN1850754A (en) * | 2005-04-22 | 2006-10-25 | 中国石化上海石油化工股份有限公司 | Method for preparing 1-chloro isoamylene |
| CN109180450A (en) * | 2018-10-09 | 2019-01-11 | 南通天泽化工有限公司 | A kind of preparation method of methyl heptenone |
Non-Patent Citations (2)
| Title |
|---|
| 汪媛媛等: "《有机化学》", 30 September 2018, 延边大学出版社 * |
| 蒋正兴等: "异戊二烯加成反应器的设计", 《化学工程》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114539076A (en) * | 2022-03-28 | 2022-05-27 | 苏州市晶协高新电子材料有限公司 | Continuous synthesis device and process of dimethyl diallyl ammonium chloride |
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