CN107500460A - A kind of ortho-nitraniline mother liquor processing method - Google Patents
A kind of ortho-nitraniline mother liquor processing method Download PDFInfo
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- CN107500460A CN107500460A CN201710645714.1A CN201710645714A CN107500460A CN 107500460 A CN107500460 A CN 107500460A CN 201710645714 A CN201710645714 A CN 201710645714A CN 107500460 A CN107500460 A CN 107500460A
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- nitraniline
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F9/00—Multistage treatment of water, waste water or sewage
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01C—AMMONIA; CYANOGEN; COMPOUNDS THEREOF
- C01C1/00—Ammonia; Compounds thereof
- C01C1/16—Halides of ammonium
- C01C1/164—Ammonium chloride
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/02—Treatment of water, waste water, or sewage by heating
- C02F1/04—Treatment of water, waste water, or sewage by heating by distillation or evaporation
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/02—Treatment of water, waste water, or sewage by heating
- C02F1/04—Treatment of water, waste water, or sewage by heating by distillation or evaporation
- C02F1/048—Purification of waste water by evaporation
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/26—Treatment of water, waste water, or sewage by extraction
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/34—Organic compounds containing oxygen
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/38—Organic compounds containing nitrogen
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- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
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Abstract
The invention discloses a kind of ortho-nitraniline mother liquor processing method, the mother liquor processing method specifically includes following steps：The mixed liquor containing ortho-nitraniline in the autoclave of nitro chlorobenzene and the concentrated ammonia liquor series connection at six grades after aminating reaction is washed through water scrubber removes ammonium chloride,Washing lotion after being washed in water scrubber is transferred in extraction kettle,Enough extractants are added into extraction kettle to be extracted,Organic phase produces rear recovery,Aqueous phase is transferred in adsorption tower,The aqueous phase extracted after extraction kettle is flowed through in secondary absorption tower,It is dissolved in the ortho-nitraniline of water in secondary absorption tower on a small quantity using adsorbent adsorption recovery,Extraction raffinate is transferred to evaporating kettle,Evaporate liquid recovery,Organic phase after extraction enters rectifying column and carries out rectifying,The present invention can handle ortho-nitraniline after the reaction the aqueous solution containing ammonium chloride,Effectively recovery utility,Synthesis cost is saved,Improve economic benefit,Optimize ortho-nitraniline mother liquor processing method and technological design.
Description
Technical field
The present invention relates to pesticide synthesis technical field, and in particular to a kind of ortho-nitraniline mother liquor processing method.
Background technology
O-phenylenediamine is white crystalline solid, can be reduced and is made by ortho-nitraniline, mainly for the production of benzimidazole
Series bactericidal agent, such as carbendazim, thiophanate-methyl, wherein representative products are broad-spectrum high efficacy internal-suction type carbendazims, can anti-Zhiduo County
Kind crops, forest and the bacteriosis of fruits and vegetables and the fresh-keeping of fruits and vegetables are with storing, and o-phenylenediamine can also be used to prepare development in addition
Agent, surfactant etc..
The industrialized route of domestic production o-phenylenediamine mainly has iron powder reducing, sodium sulfide reducing and catalytic hydrogenation at present
3 kinds of methods such as reduction.Although preceding two lines simple production process, product yield is low, high expensive, especially caused big
Amount waste water and dregs are difficult to handle, and environmental pollution is quite serious, will gradually face the trend being eliminated from now on.Catalytic hydrogenation prepares adjacent
The technique of phenylenediamine has the advantages that good product quality, high income, " three wastes " are few, and the technique is catalyzed with skeleton nickel, palladium/carbon etc.
Ortho-nitraniline by catalytic hydrogenating reduction is o-phenylenediamine as solvent by agent, water or alcohols.It has been hydrogenated with both at home and abroad at present
The relevant report of o-phenylenediamine is prepared, as Chinese patent application CN102633653A discloses a kind of ortho-nitraniline catalytic hydrogenation
The method for preparing o-phenylenediamine, solvent is made with alcohol in this method, nickel makees catalyst, under 1.0~6MPa Hydrogen Vapor Pressure, 40~
At a temperature of 80 DEG C, after 2~10h of reduction reaction, then rectifying obtains white o-phenylenediamine.Chinese patent application CN101906046A
The method for disclosing a kind of continuous liquid phase hydrogenation production o-phenylenediamine, using methanol as solvent in this method, nickel is catalyzed
Agent, serialization Hydrogenation is carried out for o-phenylenediamine by one-level kettle and the series connection of two level kettle.Chinese patent CN102070464A is disclosed
A kind of method for mixing dinitro benzene palladium catalyst hydrogenating reduction production phenylenediamine, the patent is using dinitro benzene as raw material, alcohol
Class is as solvent, and 5% palladium/carbon is as catalyst, under the conditions of 40~60 DEG C of reaction temperature, 0.25~0.6MPa of reaction pressure
Carry out hydrogenation reduction.United States Patent (USP) US3230259 discloses a kind of preparation method of o-phenylenediamine, this method with 5% palladium/
Carbon as catalyst, sodium hydroxide as auxiliary agent, water as solvent, 70~100 DEG C of reaction temperature, reaction pressure 15~
5h is reacted under the conditions of 60pound/inch2, o-phenylenediamine yield is up to more than 95%.
In patent disclosed above, Preparation of O-Phenylenediamine by Catalytic Hydrogenation largely solve original akali sulphide and
The problem of iron powder reducing technique environmental pollution is serious, it is a kind of green work for preparing the relatively broad application of o-phenylenediamine at present
Skill.But in existing catalytic hydrogenation process, either palladium/carbon is still used all to be needed as catalyst using nickel as catalyst
Water or alcohols are added as solvent, but the use of solvent adds the postprocessing working procedures such as separation and the solvent recovery of product,
So as to also be substantially reduced when causing the increase of equipment investment and energy consumption, particularly low boiling, volatile alcohols as solvent
The security and spatter property of production.
Prepared by various methods contains substantial amounts of ammonium chloride by-product in the mother liquor after o-phenylenediamine, ammonium chloride can be used as one
Kind recovery article is carried out using having very big economic value, and waste discharge will seriously pollute environment and soil, be reclaimed from o-phenylenediamine
Ammonium chloride will be a big study hotspot, how design a kind of more effective and after meeting the ortho-nitraniline of environment protection requirement
Ammonia nitrogen recovery method will be that current people in the industry needs badly and faces and to solve the problems, such as in processing.
The content of the invention
To solve the above problems, the present invention proposes a kind of ortho-nitraniline mother liquor processing method.
To realize the object of the invention, the technical scheme of use is：A kind of ortho-nitraniline mother liquor processing method, the adjacent nitre
Base aniline mother liquor processing method specifically includes following steps：
(1) is extracted：Contain adjacent nitro after aminating reaction in the autoclave of nitro chlorobenzene and the concentrated ammonia liquor series connection at six grades
The mixed liquor of aniline is washed through water scrubber and removes ammonium chloride, and the washing lotion after being washed in water scrubber is transferred in extraction kettle,
Add enough extractants into extraction kettle to be extracted, organic phase produces rear recovery, and aqueous phase is transferred in adsorption tower；
(2) is adsorbed：The aqueous phase extracted after extraction kettle is flowed through in secondary absorption tower, used in secondary absorption tower
Adsorbent adsorption recovery is dissolved in the ortho-nitraniline of water on a small quantity, and extraction raffinate is transferred to evaporating kettle；
(3) rectifying：The organic phase extracted in extraction kettle is transferred in rectifying column, rectification temperature in rectifying column is set
After carry out rectifying, extraction agent and ortho-nitraniline, extractant recovery；
(4) evaporates：Aqueous phase extraction raffinate after absorption is transferred in multiple-effect evaporation kettle, set evaporating kettle in evaporating temperature and
On evaporating kettle after agitator stir speed (S.S.), multiple-effect evaporation is carried out, solid phase obtains ammonium chloride, evaporates liquid recovery.
Preferably, the extractant used in the ortho-nitraniline mother liquor processing method step 1 in extraction kettle is arranged to adjacent
Nitro chlorobenzene.
Preferably, the adsorption method used in the ortho-nitraniline mother liquor processing method step 2 in adsorption tower is arranged to
Resin adsorption method, adsorbent are polymeric adsorbent.
Preferably, the rectification temperature in the rectifying column used in the ortho-nitraniline mother liquor processing method step 3 is set
For 250~280 DEG C.
Preferably, the effect number of the evaporating kettle used in the ortho-nitraniline mother liquor processing method step 4 is arranged to 3~6
Effect.
Preferably, the effect number of the evaporating kettle used in the ortho-nitraniline mother liquor processing method step 4 is arranged to 3 effects.
Preferably, the evaporating temperature in the ortho-nitraniline mother liquor processing method step 4 in evaporating kettle be arranged to 70~
100 DEG C, evaporation mode is designed as being evaporated under reduced pressure.
Preferably, the stir speed (S.S.) of the agitator in the ortho-nitraniline mother liquor processing method step 4 in evaporating kettle is set
It is set to 500~1000r/min.
Compared with prior art, the beneficial effects of the invention are as follows：At a kind of ortho-nitraniline mother liquor involved in the present invention
Reason method, the mother liquor processing method specifically include following steps：The high pressure of nitro chlorobenzene and the concentrated ammonia liquor series connection at six grades
The mixed liquor containing ortho-nitraniline in kettle after aminating reaction is washed through water scrubber removes ammonium chloride, will pass through water in water scrubber
Liquid after washing is transferred in extraction kettle, and enough extractants are added into extraction kettle and are extracted, organic phase reclaims after producing
Apply mechanically, aqueous phase is transferred in adsorption tower, and the aqueous phase extracted after extraction kettle is flowed through in secondary absorption tower, secondary absorption tower
The interior ortho-nitraniline for being dissolved in water on a small quantity using adsorbent adsorption recovery, extraction raffinate are transferred to evaporating kettle, evaporate liquid recovery, extraction
Organic phase after taking enters rectifying column and carries out rectifying, has advantages below：
1. ortho-nitraniline mother liquor processing method of the present invention, continuous feed, continuous discharge mode are taken in reaction,
Effective recovery is carried out to ammonia after completing initial action, the ammonia after recovery can be put into production again, save synthesis
Cost, improve economic benefit；
2. ortho-nitraniline mother liquor processing method of the present invention, by washing dissolving ammonium chloride and being steamed by triple effect
Hair obtains pure ammonium chloride, and by-product ammonium chloride is taken out as product, is increased extra returns, is improved economy；
3. ortho-nitraniline mother liquor processing method of the present invention, steamed by extraction, resin adsorption, rectifying and triple effect
After hair, the ortho-nitraniline in aqueous phase reaches discharge standard, meets the theory of green pollution-free, by some row processes
Aqueous phase afterwards, which recycles, can also embody economy and practicality, the technique for optimizing ortho-nitraniline mother liquor processing method
Design, meets the requirement of the technological design of ortho-nitraniline mother liquor processing method.
Brief description of the drawings
Fig. 1 is the process chart of ortho-nitraniline mother liquor processing method of the present invention.
Embodiment
Below in conjunction with the accompanying drawing in the embodiment of the present invention, the technical scheme in the embodiment of the present invention is carried out clear, complete
Site preparation describes, it is clear that described embodiment is only part of the embodiment of the present invention, rather than whole embodiments.It is based on
Embodiment in the present invention, those of ordinary skill in the art are obtained every other under the premise of creative work is not made
Embodiment, belong to the scope of protection of the invention.
Embodiment 1
Refer to shown in Fig. 1, the technical solution adopted by the present invention is：A kind of ortho-nitraniline mother liquor processing method, it is described
Ortho-nitraniline mother liquor processing method specifically includes following steps：
(1) is extracted：Contain adjacent nitro after aminating reaction in the autoclave of nitro chlorobenzene and the concentrated ammonia liquor series connection at six grades
The mixed liquor of aniline is washed through water scrubber and removes ammonium chloride, and the washing lotion after being washed in water scrubber is transferred in extraction kettle,
Add enough extractants into extraction kettle to be extracted, organic phase produces rear recovery, and aqueous phase is transferred in adsorption tower；
(2) is adsorbed：The aqueous phase extracted after extraction kettle is flowed through in secondary absorption tower, used in secondary absorption tower
Adsorbent adsorption recovery is dissolved in the ortho-nitraniline of water on a small quantity, and extraction raffinate is transferred to evaporating kettle；
(3) rectifying：The organic phase extracted in extraction kettle is transferred in rectifying column, rectification temperature in rectifying column is set
After carry out rectifying, extraction agent and ortho-nitraniline, extractant recovery；
(4) evaporates：Aqueous phase extraction raffinate after absorption is transferred in multiple-effect evaporation kettle, set evaporating kettle in evaporating temperature and
On evaporating kettle after agitator stir speed (S.S.), multiple-effect evaporation is carried out, solid phase obtains ammonium chloride, evaporates liquid recovery.
Operation principle：During use, by nitro chlorobenzene and concentrated ammonia liquor in the autoclave of the series connection at six grades after aminating reaction
Mixed liquor containing ortho-nitraniline is washed through water scrubber and removes ammonium chloride, and the liquid after being washed in water scrubber is transferred to
In extraction kettle, enough extractants are added into extraction kettle and are extracted, organic phase produces rear recovery, and aqueous phase is transferred to suction
In attached tower, the aqueous phase extracted after extraction kettle is flowed through in secondary absorption tower, adsorbed in secondary absorption tower using adsorbent
The a small amount of ortho-nitraniline for being dissolved in water of recovery, extraction raffinate are transferred to evaporating kettle, evaporate liquid recovery, and the organic phase after extraction enters
Rectifying column carries out rectifying.
Further, the extractant used in the ortho-nitraniline mother liquor processing method step 1 in extraction kettle is arranged to
Ortho-nitrochlorobenzene.
Further, the adsorption method used in the ortho-nitraniline mother liquor processing method step 2 in adsorption tower is set
For resin adsorption method, adsorbent is polymeric adsorbent.
Further, the rectification temperature in rectifying column used in the ortho-nitraniline mother liquor processing method step 3 is set
It is set to 250~280 DEG C.
Further, the effect number of the evaporating kettle used in the ortho-nitraniline mother liquor processing method step 4 is arranged to 3~
6 effects.
Further, the effect number of the evaporating kettle used in the ortho-nitraniline mother liquor processing method step 4 is arranged to 3
Effect.
Further, the evaporating temperature in the ortho-nitraniline mother liquor processing method step 4 in evaporating kettle is arranged to 70
~100 DEG C, evaporation mode is designed as being evaporated under reduced pressure.
Further, the stir speed (S.S.) of the agitator in the ortho-nitraniline mother liquor processing method step 4 in evaporating kettle
It is arranged to 500~1000r/min.
In the present invention, ortho-nitraniline mother liquor processing method of the present invention, reaction take continuous feed, continuously gone out
Material mode, effective recovery is carried out to ammonia after initial action is completed, the ammonia after recovery can be put into production again, section
Synthesis cost has been saved, has improved economic benefit；By washing dissolving ammonium chloride and obtaining pure chlorination by triple effect evaporation
Ammonium, by-product ammonium chloride are taken out as product, are increased extra returns, are improved economy；By washing, resins exchange, extraction
Take with after triple effect evaporation, the ortho-nitraniline in aqueous phase reaches discharge standard, meets the theory of green pollution-free, passes through
Aqueous phase after some row processes, which recycles, can also embody economy and practicality, optimize ortho-nitraniline mother liquid disposal
The technological design of method, meet the requirement of the technological design of ortho-nitraniline mother liquor processing method.
Although an embodiment of the present invention has been shown and described, for the ordinary skill in the art, can be with
A variety of changes, modification can be carried out to these embodiments, replace without departing from the principles and spirit of the present invention by understanding
And modification, the scope of the present invention is defined by the appended.
Claims (8)
- A kind of 1. ortho-nitraniline mother liquor processing method, it is characterised in that：The ortho-nitraniline mother liquor processing method it is specific Comprise the following steps：(1) is extracted：Contain ortho-nitraniline after aminating reaction in the autoclave of nitro chlorobenzene and the concentrated ammonia liquor series connection at six grades Mixed liquor through water scrubber wash remove ammonium chloride, by by water scrubber wash after washing lotion be transferred in extraction kettle, Xiang Cui The extractant that addition is enough in kettle is taken to be extracted, organic phase produces rear recovery, and aqueous phase is transferred in adsorption tower；(2) is adsorbed：The aqueous phase extracted after extraction kettle is flowed through in secondary absorption tower, absorption is used in secondary absorption tower Agent adsorption recovery is dissolved in the ortho-nitraniline of water on a small quantity, and extraction raffinate is transferred to evaporating kettle；(3) rectifying：The organic phase extracted in extraction kettle is transferred in rectifying column, sets rectification temperature in rectifying column laggard Row rectifying, extraction agent and ortho-nitraniline, extractant recovery；(4) evaporates：Aqueous phase extraction raffinate after absorption is transferred in multiple-effect evaporation kettle, evaporating temperature and evaporation in evaporating kettle are set On kettle after agitator stir speed (S.S.), multiple-effect evaporation is carried out, solid phase obtains ammonium chloride, evaporates liquid recovery.
- 2. ortho-nitraniline mother liquor processing method according to claim 1, it is characterised in that：The ortho-nitraniline mother liquor The extractant used in process method step 1 in extraction kettle is arranged to ortho-nitrochlorobenzene.
- 3. ortho-nitraniline mother liquor processing method according to claim 1, it is characterised in that：The ortho-nitraniline mother liquor The adsorption method used in process method step 2 in adsorption tower is arranged to resin adsorption method, and adsorbent is polymeric adsorbent.
- 4. ortho-nitraniline mother liquor processing method according to claim 1, it is characterised in that：The ortho-nitraniline mother liquor The rectification temperature in rectifying column used in process method step 3 is arranged to 250~280 DEG C.
- 5. ortho-nitraniline mother liquor processing method according to claim 1, it is characterised in that：The ortho-nitraniline mother liquor The evaporation effect number of the evaporating kettle used in process method step 4 is arranged to 3~6 effects.
- 6. ortho-nitraniline mother liquor processing method according to claim 1, it is characterised in that：The ortho-nitraniline mother liquor The evaporation effect number of the evaporating kettle used in process method step 4 is arranged to 3 effects.
- 7. ortho-nitraniline mother liquor processing method according to claim 1, it is characterised in that：The ortho-nitraniline mother liquor Evaporating temperature in process method step 4 in evaporating kettle is arranged to 70~100 DEG C, and evaporation mode is designed as being evaporated under reduced pressure.
- 8. ortho-nitraniline mother liquor processing method according to claim 1, it is characterised in that：The ortho-nitraniline mother liquor The stir speed (S.S.) of agitator in process method step 4 in evaporating kettle is arranged to 500~1000r/min.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111547741A (en) * | 2020-05-25 | 2020-08-18 | 京博农化科技有限公司 | Method for recovering byproduct ammonium chloride in kresoxim-methyl production process |
| CN111825062A (en) * | 2020-07-28 | 2020-10-27 | 安徽东至广信农化有限公司 | Method for recovering waste sulfuric acid |
| CN115594357A (en) * | 2022-11-08 | 2023-01-13 | 煤炭科学技术研究院有限公司（Cn） | Acylation wastewater grading treatment method |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102432033A (en) * | 2011-09-05 | 2012-05-02 | 江苏隆昌化工有限公司 | Mother liquid post treatment process for high-purity nitro parachloroaniline |
| CN104803529A (en) * | 2014-12-05 | 2015-07-29 | 浙江龙盛集团股份有限公司 | Processing method of aniline intermediate production wastewater |
-
2017
- 2017-08-01 CN CN201710645714.1A patent/CN107500460A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102432033A (en) * | 2011-09-05 | 2012-05-02 | 江苏隆昌化工有限公司 | Mother liquid post treatment process for high-purity nitro parachloroaniline |
| CN104803529A (en) * | 2014-12-05 | 2015-07-29 | 浙江龙盛集团股份有限公司 | Processing method of aniline intermediate production wastewater |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111547741A (en) * | 2020-05-25 | 2020-08-18 | 京博农化科技有限公司 | Method for recovering byproduct ammonium chloride in kresoxim-methyl production process |
| CN111825062A (en) * | 2020-07-28 | 2020-10-27 | 安徽东至广信农化有限公司 | Method for recovering waste sulfuric acid |
| CN115594357A (en) * | 2022-11-08 | 2023-01-13 | 煤炭科学技术研究院有限公司（Cn） | Acylation wastewater grading treatment method |
| CN115594357B (en) * | 2022-11-08 | 2024-04-19 | 煤炭科学技术研究院有限公司 | Fractional treatment method for acylated wastewater |
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