CN105502769A - Method for recycling esterification acid wastewater produced in ethyl cyanoacetate production - Google Patents
Method for recycling esterification acid wastewater produced in ethyl cyanoacetate production Download PDFInfo
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- CN105502769A CN105502769A CN201511006425.4A CN201511006425A CN105502769A CN 105502769 A CN105502769 A CN 105502769A CN 201511006425 A CN201511006425 A CN 201511006425A CN 105502769 A CN105502769 A CN 105502769A
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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
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01D—COMPOUNDS OF ALKALI METALS, i.e. LITHIUM, SODIUM, POTASSIUM, RUBIDIUM, CAESIUM, OR FRANCIUM
- C01D3/00—Halides of sodium, potassium or alkali metals in general
- C01D3/04—Chlorides
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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
- C02F1/20—Treatment of water, waste water, or sewage by degassing, i.e. liberation of dissolved gases
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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
- C02F1/22—Treatment of water, waste water, or sewage by freezing
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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
- C02F1/281—Treatment of water, waste water, or sewage by sorption using inorganic sorbents
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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
- C02F1/66—Treatment of water, waste water, or sewage by neutralisation; pH adjustment
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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
- C02F2101/10—Inorganic compounds
- C02F2101/16—Nitrogen compounds, e.g. ammonia
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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
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/34—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F2103/36—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2301/00—General aspects of water treatment
- C02F2301/08—Multistage treatments, e.g. repetition of the same process step under different conditions
Abstract
The invention discloses a method for recycling esterification acid wastewater produced in ethyl cyanoacetate production, and relates to the technical field of ethyl cyanoacetate production. The method comprises the following steps: (1) adding sodium hydroxide into wastewater, totally transforming sulfuric acid and acidic salt in the wastewater into sodium sulfate, performing ammonia removal treatment to release ammonia gas, and absorbing the ammonia gas with water to obtain ammonia water; (2) decolorizing the ammonia-removed wastewater to obtain a light-colored transparent solution; (3) cooling the decolorized wastewater to be below 0 DEG C, and filtering to obtain a sodium sulfate crystalline solid; (4) dehydrating and concentrating filtrate, and filtering to obtain a sodium chloride solid, wherein residual mother liquor is an ethyl cyanoacetate solution which is recycled for production. The method is simple, and has high adaptability and a good treatment effect; by adopting the method, components in the wastewater can be transformed, and a high-purity byproduct can be separated and purified or recycled, so that recycling is realized, secondary pollution is avoided, industrial problems are solved, and the industrial blank is filled up.
Description
Technical field
The present invention relates to cyan-acetic ester production technical field.
Background technology
Also known as cyan-acetic ester, under sulfuric acid catalysis effect, there is esterification by cyanoacetic acid and corresponding alcohol and generate in cyanoacetate.In actual production process, the acid waste water that esterification produces is often containing various ingredients such as cyan-acetic ester, sodium-chlor, sodium pyrosulfate, hydrogen sulfate ammonia and sulfuric acid, and color is darker.Cyan-acetic ester manufacturing enterprise domestic at present all can produce a certain amount of this kind of waste water, and for the process of this waste water, there is not yet related data report.
Waste water is made mixed salt by existing manufacturing enterprise majority.Problems existing is this mixed salt complicated component, and market demand is few, and cause secondary pollution, problem can not effectively be solved.
Summary of the invention
The technical problem to be solved in the present invention is to provide the method for esterified acid waste water in the production of a kind of recycling treatment cyan-acetic ester, the method is simple, suitability is strong, treatment effect is good, each component in waste water can be transformed, and separating-purifying goes out the higher byproduct of purity or reuse in addition, achieve recycling treatment, do not produce secondary pollution, solve an industry difficult problem, fill up industry blank.
For solving the problems of the technologies described above, the technical solution used in the present invention is: a kind of method of esterified acid waste water in recycling treatment cyan-acetic ester production, comprises the steps:
(1) in waste water, add sodium hydroxide, the sulfuric acid in waste water and acid salt are all converted into sodium sulfate, then carry out deamination process, discharge ammonia, absorb with water and make ammoniacal liquor, reaction equation is as follows:
H
2SO
4+2NaOH→Na
2SO
4+2H
2O
NH
4HSO
4+2NaOH→Na
2SO
4+2H
2O+NH
3
NaHSO
4+NaOH→Na
2SO
4+H
2O
NH
3+H
2O→NH
4OH
(2) waste water after deamination is decoloured, obtain the solution of light-coloured transparent;
(3) waste water after upper step decolouring is cooled to less than 0 DEG C, filters, obtain sal glauberi crystalline solid;
(4) filtrate carry out dehydration concentrate, filter, obtain solid sodium chloride; Residue mother liquor is cyanoacetic acid ester solution, is back to production.
Preferably, step adds sodium hydroxide in (1) in waste water, and the pH value of adjustment waste water is 11-12.
Preferred further, in step (1), sodium hydroxide is solid sodium hydroxide or liquid sodium hydroxide.
Preferably, in step (1), the deamination time is 1-6 hour, and deamination temperature is 20-80 DEG C.
Preferred further, in step (1), the deamination time is 2-4 hour, and deamination temperature is 50-70 DEG C.
Preferably, step adds activated carbon decolorizing in (2) in the waste water after deamination, and rear mistake filters gac, obtains the solution of light-coloured transparent.
Preferred further, in step (2), active carbon for decolorization amount is 0.1 ‰-5 ‰, bleaching temperature 20-80 DEG C, bleaching time 10-60 minute of waste water total amount.
Further preferred, in step (2), active carbon for decolorization amount is 1 ‰-3 ‰ of waste water total amount, bleaching temperature 40 DEG C-50 DEG C, bleaching time 20-40 minute.
Preferably, in step (3), cooling temperature is-5-0 DEG C.
Preferably, step (4): filtrate is carried out vacuum hydro-extraction and concentrated, after being concentrated into solid-liquid volume ratio 1:0.8-1.2, filtering, obtains solid sodium chloride; Residue mother liquor is cyanoacetic acid ester solution, and after dehydration is concentrated, be back to cyan-acetic ester and produce, the water concentrated out is used as industrial circulating water.
The beneficial effect adopting technique scheme to produce is:
(1) the inventive method is simple, and suitability is strong, and treatment effect is good, each component in waste water can be transformed, and separating-purifying goes out the high byproduct of purity or reuse in addition, achieves recycling treatment, do not produce secondary pollution, solve an industry difficult problem, fill up industry blank.
(2) the present invention is by the acid waste water of esterification process generation in cyan-acetic ester production first through pH adjustment, deamination, changes the sulfuric acid wherein contained and acid salt into sodium sulfate, then the ammonia of generation is carried out absorption and make ammoniacal liquor.And then decolour, removing colourity.Waste water after decolouring carries out degree of depth cooling, makes the sodium sulfate wherein contained become sal glauberi crystallization, obtains sal glauberi solid through solid-liquid separation.Filtrate through dehydration, solid-liquid separation obtain solid sodium chloride and cyanoacetic acid ester content about 10% the aqueous solution.Wherein obtain that ammoniacal liquor content can reach more than 20%, the purity of sal glauberi solid, solid sodium chloride can reach more than 95%, all can be used as finished product and sell.The aqueous solution of cyan-acetic ester then can be back to use in production process, improves the yield of finished product.Achieve the recycling treatment of waste water.Present invention process economic serviceability is strong, not only solves the process problem of esterified acid waste water in cyan-acetic ester production, and the composition contained in waste water has been carried out maximum separating-purifying, achieve recycling treatment.
Embodiment
Below in conjunction with embodiment, the present invention is further detailed explanation.
Embodiment 1
In the production of recycling treatment cyan-acetic ester, a method for esterified acid waste water, comprises the steps:
To in 500g acid waste water, slowly add solid sodium hydroxide 10g and regulate the pH of waste water to be 11, the sulfuric acid in waste water and acid salt are all converted into sodium sulfate, then 50 DEG C of deaminations 4 hours, obtained ammoniacal liquor 8g, purity 20%.Then add 2.5g gac, 80 DEG C of decolourings 10 minutes, filter and obtain shallow yellow transparent solution.Then be cooled to 0 DEG C, separate out sal glauberi crystallization and filtration, obtain sal glauberi solid 75g, purity 95.6%.Residual filtrate is carried out vacuum hydro-extraction and is concentrated, and after being concentrated into solid-liquid volume ratio 1:1, filtering, obtains solid sodium chloride 60g, purity 98%.Residue cyanoacetic acid ester solution 60g, purity 9.5%, steams water 313g(COD:120ppm, ammonia nitrogen: 7ppm, chlorion: 15ppm, pH:7, appearance colorless clear) after, be back to cyan-acetic ester and produce, the water steamed is used as industrial circulating water.
Embodiment 2
In the production of recycling treatment cyan-acetic ester, a method for esterified acid waste water, comprises the steps:
To in 500g acid waste water, slowly add liquid sodium hydroxide (aqueous sodium hydroxide solution of 30%) 30g and regulate the pH of waste water to be 12, the sulfuric acid in waste water and acid salt are all converted into sodium sulfate, then 20 DEG C of deaminations 6 hours, obtained ammoniacal liquor 8g, purity 20%.Then add 0.05g gac, 20 DEG C of decolourings 60 minutes, filter and obtain shallow yellow transparent solution.Then be cooled to-5 DEG C, separate out sal glauberi crystallization and filtration, obtain sal glauberi solid 75g, purity 96%.Residual filtrate is carried out vacuum hydro-extraction and is concentrated, and after being concentrated into solid-liquid volume ratio 1:0.8, filtering, obtains solid sodium chloride 60g, purity 97%.Residue cyanoacetic acid ester solution 60g, purity 9.5%, steams water 333g(COD:110ppm, ammonia nitrogen: 10ppm, chlorion: 20ppm, pH:7, appearance colorless clear) after, be back to cyan-acetic ester and produce, the water steamed is used as industrial circulating water.
Embodiment 3
In the production of recycling treatment cyan-acetic ester, a method for esterified acid waste water, comprises the steps:
To in 1000g acid waste water, slowly add solid sodium hydroxide 20g and regulate the pH of waste water to be 11, the sulfuric acid in waste water and acid salt are all converted into sodium sulfate, then 80 DEG C of deaminations 1 hour, obtained ammoniacal liquor 16g, purity 20%.Then add 1g gac, 50 DEG C of decolourings 40 minutes, filter and obtain shallow yellow transparent solution.Then be cooled to 0 DEG C, separate out sal glauberi crystallization and filtration, obtain sal glauberi solid 150g, purity 96.5%.Residual filtrate is carried out vacuum hydro-extraction and is concentrated, and after being concentrated into solid-liquid volume ratio 1:1.2, filtering, obtains solid sodium chloride 120g, purity 97%.Residue cyanoacetic acid ester solution 120g, purity 9.8%, steams water 614g(COD:100ppm, ammonia nitrogen: 17ppm, chlorion: ppm, pH:7, appearance colorless clear) after, be back to cyan-acetic ester and produce, the water steamed is used as industrial circulating water.
Embodiment 4
In the production of recycling treatment cyan-acetic ester, a method for esterified acid waste water, comprises the steps:
To in 1000g acid waste water, slowly adding liquid sodium hydroxide (aqueous sodium hydroxide solution of 30%) 60g regulates the pH of waste water to be 12, and the sulfuric acid in waste water and acid salt are all converted into sodium sulfate, then 70 DEG C of deaminations 2 hours, obtained ammoniacal liquor 16g, purity 20%.Then add 3g gac, 40 DEG C of decolourings 20 minutes, filter and obtain shallow yellow transparent solution.Then be cooled to-2 DEG C, separate out sal glauberi crystallization and filtration, obtain sal glauberi solid 150g, purity 97%.Residual filtrate is carried out vacuum hydro-extraction and is concentrated, and after being concentrated into solid-liquid volume ratio 1:1, filtering, obtains solid sodium chloride 120g, purity 98%.Residue cyanoacetic acid ester solution 120g, purity 9.8%, steams water 654g(COD:132ppm, ammonia nitrogen: 28ppm, chlorion: 13ppm, pH:7, appearance colorless clear) after, be back to cyan-acetic ester and produce, the water steamed is used as industrial circulating water.
Embodiment 5
In the production of recycling treatment cyan-acetic ester, a method for esterified acid waste water, comprises the steps:
To in 1000g acid waste water, slowly add solid sodium hydroxide 20g and regulate the pH of waste water to be 11, the sulfuric acid in waste water and acid salt are all converted into sodium sulfate, then 50 DEG C of deaminations 4 hours, obtained ammoniacal liquor 16g, purity 20%.Then add 3g gac, 50 DEG C of decolourings 40 minutes, filter and obtain shallow yellow transparent solution.Then be cooled to 0 DEG C, separate out sal glauberi crystallization and filtration, obtain sal glauberi solid 150g, purity 97.2%.Residual filtrate is carried out vacuum hydro-extraction and is concentrated, and after being concentrated into solid-liquid volume ratio 1:1, filtering, obtains solid sodium chloride 120g, purity 98%.Residue cyanoacetic acid ester solution 120g, purity 9.8%, steams water 614g(COD:105ppm, ammonia nitrogen: 15ppm, chlorion: 27ppm, pH:7, appearance colorless clear) after, be back to cyan-acetic ester and produce, the water steamed is used as industrial circulating water.
Embodiment 6
In the production of recycling treatment cyan-acetic ester, a method for esterified acid waste water, comprises the steps:
To in 5000g acid waste water, slowly add solid sodium hydroxide 100g and regulate the pH of waste water to be 11, the sulfuric acid in waste water and acid salt are all converted into sodium sulfate, then 60 DEG C of deaminations 3 hours, obtained ammoniacal liquor 80g, purity 20%.Then add 10g gac, 50 DEG C of decolourings 30 minutes, filter and obtain shallow yellow transparent solution.Then be cooled to-3 DEG C, separate out sal glauberi crystallization and filtration, obtain sal glauberi solid 750g, purity 97.2%.Residual filtrate is carried out vacuum hydro-extraction and is concentrated, and after being concentrated into solid-liquid volume ratio 1:1, filtering, obtains solid sodium chloride 600g, purity 98%.Residue cyanoacetic acid ester solution 600g, purity 9.8%, steams water 3070g(COD:145ppm, ammonia nitrogen: 25ppm, chlorion: 13ppm, pH:7, appearance colorless clear) after, be back to cyan-acetic ester and produce, the water steamed is used as industrial circulating water.
Test at 2 production lines of Shijiazhuang City, Hebei Province cyan-acetic ester manufacturer.
Test example 1
A production line, produces esterified acid waste water 100 tons every day, regulates pH to be 12, the sulfuric acid in waste water and acid salt are all converted into sodium sulfate with solid sodium hydroxide 2 tons, then 70 DEG C of deaminations 2 hours, and obtained ammoniacal liquor 1.6 tons, purity 20%.Then add 0.3 ton of gac, 50 DEG C of decolourings 20 minutes, filter and obtain shallow yellow transparent solution.Then be cooled to-3 DEG C, separate out sal glauberi crystallization and filtration, obtain sal glauberi solid 15 tons, purity 97.5%.Residual filtrate is carried out vacuum hydro-extraction and is concentrated, and after being concentrated into solid-liquid volume ratio 1:1, filtering, obtains solid sodium chloride 12 tons of g, purity 98%.Residue cyanoacetic acid ester solution 12 tons, purity 10%, after steaming 61.4 tons, water (COD:98ppm, ammonia nitrogen: 12ppm, chlorion: 13ppm, pH:7, appearance colorless clear), be back to cyan-acetic ester and produce, the water steamed is used as industrial circulating water.
Test example 2
No. two production lines, produce esterified acid waste water 75 tons every day, regulate pH to be 12, the sulfuric acid in waste water and acid salt are all converted into sodium sulfate with solid sodium hydroxide 1.5 tons, then 50 DEG C of deaminations 3 hours, and obtained ammoniacal liquor 1.2 tons, purity 20%.Then add 0.075 ton of gac, 40 DEG C of decolourings 40 minutes, filter and obtain shallow yellow transparent solution.Then be cooled to-3 DEG C, separate out sal glauberi crystallization and filtration, obtain sal glauberi solid 11.25 tons, purity 97.5%.Residual filtrate is carried out vacuum hydro-extraction and is concentrated, and after being concentrated into solid-liquid volume ratio 1:1, filtering, obtains solid sodium chloride 9 tons of g, purity 98%.Residue cyanoacetic acid ester solution 9 tons, purity 10%, after steaming 46 tons, water (COD:100ppm, ammonia nitrogen: 16ppm, chlorion: 23ppm, pH:7.2, appearance colorless clear), be back to cyan-acetic ester and produce, the water steamed is used as industrial circulating water.
Claims (10)
1. recycling treatment cyan-acetic ester produce in the method for esterified acid waste water, it is characterized in that, comprise the steps:
(1) in waste water, add sodium hydroxide, the sulfuric acid in waste water and acid salt are all converted into sodium sulfate, then carry out deamination process, discharge ammonia, absorb with water and make ammoniacal liquor, reaction equation is as follows:
H
2SO
4+2NaOH→Na
2SO
4+2H
2O
NH
4HSO
4+2NaOH→Na
2SO
4+2H
2O+NH
3
NaHSO
4+NaOH→Na
2SO
4+H
2O
NH
3+H
2O→NH
4OH
(2) waste water after deamination is decoloured, obtain the solution of light-coloured transparent;
(3) waste water after upper step decolouring is cooled to less than 0 DEG C, filters, obtain sal glauberi crystalline solid;
(4) filtrate carry out dehydration concentrate, filter, obtain solid sodium chloride; Residue mother liquor is cyanoacetic acid ester solution, is back to production.
2. a kind of recycling treatment cyan-acetic ester according to claim 1 produce in the method for esterified acid waste water, it is characterized in that, step adds sodium hydroxide in (1) in waste water, and the pH value of adjustment waste water is 11-12.
3. a kind of recycling treatment cyan-acetic ester according to claim 1 and 2 produce in the method for esterified acid waste water, it is characterized in that, in step (1), sodium hydroxide is solid sodium hydroxide or liquid sodium hydroxide.
4. a kind of recycling treatment cyan-acetic ester according to claim 1 produce in the method for esterified acid waste water, it is characterized in that, in step (1), the deamination time is 1-6 hour, and deamination temperature is 20-80 DEG C.
5. a kind of recycling treatment cyan-acetic ester according to claim 4 produce in the method for esterified acid waste water, it is characterized in that, in step (1), the deamination time is 2-4 hour, and deamination temperature is 50-70 DEG C.
6. a kind of recycling treatment cyan-acetic ester according to claim 1 produce in the method for esterified acid waste water, it is characterized in that, step adds activated carbon decolorizing in (2) in the waste water after deamination, and rear mistake filters gac, obtains the solution of light-coloured transparent.
7. a kind of recycling treatment cyan-acetic ester according to claim 6 produce in the method for esterified acid waste water, it is characterized in that, in step (2), active carbon for decolorization amount is 0.1 ‰-5 ‰, bleaching temperature 20-80 DEG C, bleaching time 10-60 minute of waste water total amount.
8. a kind of recycling treatment cyan-acetic ester according to claim 7 produce in the method for esterified acid waste water, it is characterized in that, in step (2), active carbon for decolorization amount is 1 ‰-3 ‰ of waste water total amount, bleaching temperature 40 DEG C-50 DEG C, bleaching time 20-40 minute.
9. a kind of recycling treatment cyan-acetic ester according to claim 1 produce in the method for esterified acid waste water, it is characterized in that, in step (3), cooling temperature is-5-0 DEG C.
10. a kind of recycling treatment cyan-acetic ester according to claim 1 produce in the method for esterified acid waste water, it is characterized in that, step (4): filtrate is carried out vacuum hydro-extraction and concentrated, after being concentrated into solid-liquid volume ratio 1:0.8-1.2, filter, obtain solid sodium chloride; Residue mother liquor is cyanoacetic acid ester solution, and after dehydration is concentrated, be back to cyan-acetic ester and produce, the water concentrated out is used as industrial circulating water.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10815132B2 (en) | 2017-04-21 | 2020-10-27 | China Petroleum & Chemical Corporation | Apparatus and method for treating waste water containing ammonium salts |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10815132B2 (en) | 2017-04-21 | 2020-10-27 | China Petroleum & Chemical Corporation | Apparatus and method for treating waste water containing ammonium salts |
| US11572289B2 (en) | 2017-04-21 | 2023-02-07 | China Petroleum & Chemical Corporation | Apparatus and method for treating waste water containing ammonium salts |
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| CN105502769B (en) | 2018-05-08 |
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