CN114085124A - Industrial impurity removal method for prophase waste liquid of Jiale musk chlorobenzene - Google Patents

Industrial impurity removal method for prophase waste liquid of Jiale musk chlorobenzene Download PDF

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CN114085124A
CN114085124A CN202111359809.XA CN202111359809A CN114085124A CN 114085124 A CN114085124 A CN 114085124A CN 202111359809 A CN202111359809 A CN 202111359809A CN 114085124 A CN114085124 A CN 114085124A
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chlorobenzene
waste liquid
hours
impurity removal
unqualified
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常业坤
李长军
李立冬
程光锦
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Anhui Jinxuan Technology Co ltd
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Anhui Jinxuan Technology Co ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives

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Abstract

The invention relates to the technical field of industrial impurity removal, and discloses an industrial impurity removal method for a prophase waste liquid of galaxolide chlorobenzene, which comprises the following steps of S1: putting unqualified chlorobenzene front-section waste liquid obtained in a Jiale musk chlorobenzene rectification section into a washing kettle, then adding a certain amount of water and the waste liquid for washing for the first time, stirring for 1-2 hours, standing and layering for 1-2 hours, pumping a lower chlorobenzene phase into a reaction kettle, and delivering an upper methanol water phase into an incinerator: s2: and transferring the chlorobenzene waste liquid after washing into a reaction kettle, adding a certain amount of 10% sodium hydroxide solution, heating to a certain temperature, and reacting for 1-2 hours. The impurity removal method can improve the purity of the chlorobenzene solvent, the chlorobenzene content is improved to more than 99% from the original 90-95%, the recovery rate of the chlorobenzene solvent is greatly improved, and the recovered chlorobenzene is returned to the system again for reuse, so that the reaction efficiency and the material utilization rate of the whole production flow are optimized, and the economic benefit of an enterprise is obviously increased.

Description

Industrial impurity removal method for prophase waste liquid of Jiale musk chlorobenzene
Technical Field
The invention relates to the technical field of industrial impurity removal, in particular to an industrial impurity removal method for a prophase waste liquid of galaxolide chlorobenzene.
Background
Galaxolide (english name: Galaxolide) was the first synthetic musk developed successfully in the 60 s by international perfumery (IFF). The natural essence has the advantages of 258.4 molecular weight, 129 ℃ boiling point (107Pa), 1,3,4,6,7, 8-hexahydro-4, 6,6,7,8, 8-hexamethylcyclopenta-gamma-2-benzopyran chemical name, strong and durable musk aroma and costustoot aroma, and is widely used in industries of cosmetics, soap essence and the like.
At present, the main industrial route is that alpha-methyl styrene and isoamylene react to generate pentamethyl indane under the condition that phosphoric acid is used as a catalyst, then the pentamethyl indane and propylene oxide carry out Friedel-crafts alkylation reaction to obtain hexamethyl indane alcohol, and the hexamethyl indane alcohol reacts with methylal to obtain galaxolide and methanol products, wherein the reaction mechanism is as follows:
in the actual industrial production of galaxolide, 1 molecule of hexamethylindanol (GLA) and 1 molecule of methylal react under the catalysis of an aluminum trichloride/chlorobenzene solvent to generate 1 molecule of galaxolide and 2 molecules of methanol, the aluminum trichloride is strongly hydrolyzed in water to release hydrogen chloride gas to form a hydrochloric acid solution, and the epoxypropane can undergo a ring-opening reaction in hydrochloric acid to form 1-chloro-2-propanol and 2-chloro-1-propanol (which are collectively called chloropropanol), wherein the reaction mechanism is as follows:
however, the boiling point (128-; on the other hand, the purity of the recovered chlorobenzene is low, so that the chlorobenzene is influenced to be used as a solvent again; methanol as a byproduct of methylal can be similar to chlorobenzene and chloropropanol solution and dissolve mutually, azeotropy is formed in the rectification heating process, a large amount of chlorobenzene and chloropropanol are taken out, and the difficulty in recovering and removing impurities from the rectified chlorobenzene is increased.
Disclosure of Invention
The invention provides an industrial impurity removal method for a prophase waste liquid of galaxolide chlorobenzene, which solves the problems in the background technology.
In order to achieve the purpose, the invention adopts the following technical scheme:
an industrial impurity removal method for a prophase waste liquid of Jiale musk chlorobenzene comprises the following steps:
s1: putting unqualified chlorobenzene front-section waste liquid obtained in a Jiale musk chlorobenzene rectification section into a washing kettle, then adding a certain amount of water and the waste liquid for washing for the first time, stirring for 1-2 hours, standing and layering for 1-2 hours, pumping a lower chlorobenzene phase into a reaction kettle, and delivering an upper methanol water phase into an incinerator:
s2: and transferring the chlorobenzene waste liquid after washing into a reaction kettle, adding a certain amount of 10% sodium hydroxide solution, raising the temperature to a certain temperature for reaction for 1-2 hours, standing and preserving the temperature for 2-4 hours, recovering the upper organic phase into a rectifying tower for purification, and pumping the lower 10% saline phase into a sewage station for treatment.
Preferably, the unqualified chlorobenzene solution in the step S1 contains 90-95% of chlorobenzene, 3-6% of methanol and 2-4% of chloropropanol.
Preferably, the mass ratio of the unqualified chlorobenzene solution to the pure water in the step S1 is 10-15: 1.
preferably, the reaction temperature in the step S2 is controlled between 60 ℃ and 90 ℃.
Preferably, the mass ratio of the unqualified chlorobenzene solution to the sodium hydroxide solution in the step S2 is 10-15: 1.
the invention has the beneficial effects that:
1. the purity of the chlorobenzene solvent is improved, the chlorobenzene content is improved to more than 99 percent from the original 90 to 95 percent, and the recovery rate of the chlorobenzene solvent is greatly improved;
2. the reclaimed chlorobenzene is returned to the system again for reuse, so that the reaction efficiency and the material utilization rate of the whole production flow are optimized, and the economic benefit of an enterprise is obviously increased.
Drawings
FIG. 1 is a schematic diagram of the process flow of the industrial impurity removal method for the anterior-stage waste liquid of Jiale musk chlorobenzene provided by the invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments.
Example 1
Referring to fig. 1, an industrial impurity removal method for the prophase waste liquid of galaxolide chlorobenzene comprises the following steps:
s1: putting the unqualified chlorobenzene front-section waste liquid obtained in the Jiale musk chlorobenzene rectification section into a washing kettle, then adding a certain amount of water and the waste liquid for washing once, stirring for 1 hour, standing and layering for 1 hour, pumping a lower chlorobenzene phase into a reaction kettle, and delivering an upper methanol water phase into an incinerator:
s2: and transferring the chlorobenzene waste liquid after washing into a reaction kettle, adding a certain amount of 10% sodium hydroxide solution, raising the temperature to a certain temperature for reaction for 1 hour, standing and preserving the temperature for 2 hours, recovering the upper organic phase from a rectifying tower for purification, and pumping the lower 10% saline phase into a sewage station for treatment.
In the step S1, the unqualified chlorobenzene solution contains 90-95% of chlorobenzene, 3-6% of methanol and 2-4% of chloropropanol.
The mass ratio of the unqualified chlorobenzene solution to the pure water in the step S1 is 10-15: 1.
the reaction temperature in step S2 was controlled at 60 ℃.
The mass ratio of the unqualified chlorobenzene solution to the sodium hydroxide solution in the step S2 is 10-15: 1.
example 2
Referring to fig. 1, an industrial impurity removal method for the prophase waste liquid of galaxolide chlorobenzene comprises the following steps:
s1: putting the unqualified chlorobenzene front-section waste liquid obtained in the Jiale musk chlorobenzene rectification section into a washing kettle, then adding a certain amount of water and the waste liquid for washing once, stirring for 1.5 hours, standing and layering for 1.5 hours, pumping a lower chlorobenzene phase into a reaction kettle, and delivering an upper methanol water phase into an incinerator:
s2: and transferring the chlorobenzene waste liquid after washing into a reaction kettle, adding a certain amount of 10% sodium hydroxide solution, raising the temperature to a certain temperature for reaction for 1.5 hours, standing and preserving the temperature for 3 hours, recovering the upper organic phase, purifying by a rectifying tower, and pumping the lower 10% saline phase into a sewage station for treatment.
In the step S1, the unqualified chlorobenzene solution contains 90-95% of chlorobenzene, 3-6% of methanol and 2-4% of chloropropanol.
The mass ratio of the unqualified chlorobenzene solution to the pure water in the step S1 is 10-15: 1.
the reaction temperature in step S2 was controlled at 75 ℃.
The mass ratio of the unqualified chlorobenzene solution to the sodium hydroxide solution in the step S2 is 10-15: 1.
example 3
Referring to fig. 1, an industrial impurity removal method for the prophase waste liquid of galaxolide chlorobenzene comprises the following steps:
s1: putting the unqualified chlorobenzene front-section waste liquid obtained in the Jiale musk chlorobenzene rectification section into a washing kettle, then adding a certain amount of water and the waste liquid to carry out primary washing, stirring for 2 hours, standing and layering for 2 hours, pumping a lower chlorobenzene phase into a reaction kettle, and delivering an upper methanol water phase into an incinerator:
s2: and transferring the chlorobenzene waste liquid after washing into a reaction kettle, adding a certain amount of 10% sodium hydroxide solution, raising the temperature to a certain temperature for reaction for 2 hours, standing and preserving the temperature for 4 hours, recovering the upper organic phase from a rectifying tower for purification, and pumping the lower 10% saline phase into a sewage station for treatment.
In the step S1, the unqualified chlorobenzene solution contains 90-95% of chlorobenzene, 3-6% of methanol and 2-4% of chloropropanol.
The mass ratio of the unqualified chlorobenzene solution to the pure water in the step S1 is 10-15: 1.
the reaction temperature in step S2 was controlled at 90 ℃.
The mass ratio of the unqualified chlorobenzene solution to the sodium hydroxide solution in the step S2 is 10-15: 1.
comparative example 1
Referring to fig. 1, an industrial impurity removal method for the prophase waste liquid of galaxolide chlorobenzene comprises the following steps:
s1: putting the unqualified chlorobenzene front-section waste liquid obtained in the Jiale musk chlorobenzene rectification section into a washing kettle, then adding a certain amount of water and the waste liquid for washing once, stirring for 0.5 hour, standing and layering for 1.5 hours, pumping a lower chlorobenzene phase into a reaction kettle, and delivering an upper methanol water phase into an incinerator:
s2: and transferring the chlorobenzene waste liquid after washing into a reaction kettle, adding a certain amount of 10% sodium hydroxide solution, raising the temperature to a certain temperature for reaction for 1.5 hours, standing and preserving the temperature for 3 hours, recovering the upper organic phase, purifying by a rectifying tower, and pumping the lower 10% saline phase into a sewage station for treatment.
In the step S1, the unqualified chlorobenzene solution contains 90-95% of chlorobenzene, 3-6% of methanol and 2-4% of chloropropanol.
The mass ratio of the unqualified chlorobenzene solution to the pure water in the step S1 is 10-15: 1.
the reaction temperature in step S2 was controlled at 75 ℃.
The mass ratio of the unqualified chlorobenzene solution to the sodium hydroxide solution in the step S2 is 10-15: 1.
comparative example 2
Referring to fig. 1, an industrial impurity removal method for the prophase waste liquid of galaxolide chlorobenzene comprises the following steps:
s1: putting the unqualified chlorobenzene front-section waste liquid obtained in the Jiale musk chlorobenzene rectification section into a washing kettle, then adding a certain amount of water and the waste liquid for washing once, stirring for 1.5 hours, standing for layering for 0.5 hour, pumping a lower chlorobenzene phase into a reaction kettle, and delivering an upper methanol water phase into an incinerator:
s2: and transferring the chlorobenzene waste liquid after washing into a reaction kettle, adding a certain amount of 10% sodium hydroxide solution, raising the temperature to a certain temperature for reaction for 1.5 hours, standing and preserving the temperature for 3 hours, recovering the upper organic phase, purifying by a rectifying tower, and pumping the lower 10% saline phase into a sewage station for treatment.
In the step S1, the unqualified chlorobenzene solution contains 90-95% of chlorobenzene, 3-6% of methanol and 2-4% of chloropropanol.
The mass ratio of the unqualified chlorobenzene solution to the pure water in the step S1 is 10-15: 1.
the reaction temperature in step S2 was controlled at 75 ℃.
The mass ratio of the unqualified chlorobenzene solution to the sodium hydroxide solution in the step S2 is 10-15: 1.
comparative example 3
Referring to fig. 1, an industrial impurity removal method for the prophase waste liquid of galaxolide chlorobenzene comprises the following steps:
s1: putting the unqualified chlorobenzene front-section waste liquid obtained in the Jiale musk chlorobenzene rectification section into a washing kettle, then adding a certain amount of water and the waste liquid for washing once, stirring for 1.5 hours, standing and layering for 1.5 hours, pumping a lower chlorobenzene phase into a reaction kettle, and delivering an upper methanol water phase into an incinerator:
s2: and transferring the chlorobenzene waste liquid after washing into a reaction kettle, adding a certain amount of 10% sodium hydroxide solution, raising the temperature to a certain temperature for reaction for 1.5 hours, standing and preserving the temperature for 3 hours, recovering the upper organic phase, purifying by a rectifying tower, and pumping the lower 10% saline phase into a sewage station for treatment.
In the step S1, the unqualified chlorobenzene solution contains 90-95% of chlorobenzene, 3-6% of methanol and 2-4% of chloropropanol.
The mass ratio of the unqualified chlorobenzene solution to the pure water in the step S1 is 10-15: 1.
the reaction temperature in step S2 was controlled at 55 ℃.
The mass ratio of the unqualified chlorobenzene solution to the sodium hydroxide solution in the step S2 is 10-15: 1.
TABLE 1 yield of galaxolide from synthesis of indane involving chlorobenzene from different examples
Figure BDA0003358760210000081
As can be seen from Table 1, the chlorobenzene phase chlorobenzene content obtained by removing impurities by using the impurity removing method can reach more than 99%, the galaxolide prepared by synthesizing indane is recovered, the yield of the galaxolide obtained is equivalent to that of the raw material chlorobenzene, and the galaxolide can be recycled.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.

Claims (5)

1. An industrial impurity removal method for a prophase waste liquid of Jiale musk chlorobenzene is characterized by comprising the following steps:
s1: putting unqualified chlorobenzene front-section waste liquid obtained in a Jiale musk chlorobenzene rectification section into a washing kettle, then adding a certain amount of water and the waste liquid for washing for the first time, stirring for 1-2 hours, standing and layering for 1-2 hours, pumping a lower chlorobenzene phase into a reaction kettle, and delivering an upper methanol water phase into an incinerator:
s2: and transferring the chlorobenzene waste liquid after washing into a reaction kettle, adding a certain amount of 10% sodium hydroxide solution, raising the temperature to a certain temperature for reaction for 1-2 hours, standing and preserving the temperature for 2-4 hours, recovering the upper organic phase into a rectifying tower for purification, and pumping the lower 10% saline phase into a sewage station for treatment.
2. The industrial impurity removal method for the Jiale musk chlorobenzene front-stage waste liquid according to the claim 1, wherein the unqualified chlorobenzene solution in the step S1 contains 90-95% of chlorobenzene, 3-6% of methanol and 2-4% of chloropropanol.
3. The industrial impurity removal method for the Jiale musk chlorobenzene front-stage waste liquid according to claim 2, wherein the mass ratio of the unqualified chlorobenzene solution to the pure water in the step S1 is 10-15: 1.
4. the method for industrially removing impurities from a front-stage chlorobenzene waste liquid of galaxolide as claimed in claim 1, wherein the reaction temperature in the step S2 is controlled to be 60-90 ℃.
5. The industrial impurity removal method for the Jiale musk chlorobenzene front-stage waste liquid as claimed in claim 1, wherein the mass ratio of the unqualified chlorobenzene solution to the sodium hydroxide solution in the step S2 is 10-15: 1.
CN202111359809.XA 2021-11-17 2021-11-17 Industrial impurity removal method for prophase waste liquid of Jiale musk chlorobenzene Pending CN114085124A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111718235A (en) * 2020-07-21 2020-09-29 安徽金轩科技有限公司 Method for recovering Jiale musk chlorobenzene solvent
CN111848336A (en) * 2020-07-21 2020-10-30 安徽金轩科技有限公司 Method for treating galaxolide musk waste aluminum water
CN113185487A (en) * 2021-04-28 2021-07-30 安徽金轩科技有限公司 Production process of Jiale musk

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111718235A (en) * 2020-07-21 2020-09-29 安徽金轩科技有限公司 Method for recovering Jiale musk chlorobenzene solvent
CN111848336A (en) * 2020-07-21 2020-10-30 安徽金轩科技有限公司 Method for treating galaxolide musk waste aluminum water
CN113185487A (en) * 2021-04-28 2021-07-30 安徽金轩科技有限公司 Production process of Jiale musk

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