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 PDFInfo
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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
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- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 title claims abstract description 208
- 239000007788 liquid Substances 0.000 title claims abstract description 45
- 239000002699 waste material Substances 0.000 title claims abstract description 45
- 239000012535 impurity Substances 0.000 title claims abstract description 24
- 238000000034 method Methods 0.000 title claims abstract description 21
- 241000402754 Erythranthe moschata Species 0.000 title claims abstract description 19
- 230000031877 prophase Effects 0.000 title claims abstract description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 51
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- 238000005406 washing Methods 0.000 claims abstract description 27
- ONKNPOPIGWHAQC-UHFFFAOYSA-N galaxolide Chemical compound C1OCC(C)C2=C1C=C1C(C)(C)C(C)C(C)(C)C1=C2 ONKNPOPIGWHAQC-UHFFFAOYSA-N 0.000 claims abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000005086 pumping Methods 0.000 claims abstract description 17
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000003756 stirring Methods 0.000 claims abstract description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 33
- 239000012071 phase Substances 0.000 claims description 25
- RZWHKKIXMPLQEM-UHFFFAOYSA-N 1-chloropropan-1-ol Chemical compound CCC(O)Cl RZWHKKIXMPLQEM-UHFFFAOYSA-N 0.000 claims description 11
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 8
- 239000012074 organic phase Substances 0.000 claims description 8
- 239000010865 sewage Substances 0.000 claims description 8
- 239000011780 sodium chloride Substances 0.000 claims description 8
- 238000000746 purification Methods 0.000 claims description 4
- 239000002904 solvent Substances 0.000 abstract description 6
- 230000008901 benefit Effects 0.000 abstract description 3
- 238000010438 heat treatment Methods 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 238000011084 recovery Methods 0.000 abstract description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N indane Chemical compound C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 3
- WLALVCDHIGUUDM-UHFFFAOYSA-N 1,1,2,2,3,3-hexamethylindene Chemical compound C1=CC=C2C(C)(C)C(C)(C)C(C)(C)C2=C1 WLALVCDHIGUUDM-UHFFFAOYSA-N 0.000 description 2
- PLAOCQIEAKPVEA-UHFFFAOYSA-N 1,2,2,3,3-pentamethyl-1h-indene Chemical compound C1=CC=C2C(C)(C)C(C)(C)C(C)C2=C1 PLAOCQIEAKPVEA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- FNFBFCNKBWWBGR-UHFFFAOYSA-N 1,2,2,3,3,4-hexamethylinden-1-ol Chemical compound CC1=C2C(C(C(C2=CC=C1)(O)C)(C)C)(C)C FNFBFCNKBWWBGR-UHFFFAOYSA-N 0.000 description 1
- YYTSGNJTASLUOY-UHFFFAOYSA-N 1-chloropropan-2-ol Chemical compound CC(O)CCl YYTSGNJTASLUOY-UHFFFAOYSA-N 0.000 description 1
- VZIQXGLTRZLBEX-UHFFFAOYSA-N 2-chloro-1-propanol Chemical compound CC(Cl)CO VZIQXGLTRZLBEX-UHFFFAOYSA-N 0.000 description 1
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 1
- 238000003547 Friedel-Crafts alkylation reaction Methods 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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
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
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.
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Citations (3)
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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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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