CN105502769B - A kind of method of esterified acid waste water in recycling treatment cyan-acetic ester production - Google Patents
A kind of method of esterified acid waste water in recycling treatment cyan-acetic ester production Download PDFInfo
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- CN105502769B CN105502769B CN201511006425.4A CN201511006425A CN105502769B CN 105502769 B CN105502769 B CN 105502769B CN 201511006425 A CN201511006425 A CN 201511006425A CN 105502769 B CN105502769 B CN 105502769B
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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
- 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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- 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
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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
- C02F2301/00—General aspects of water treatment
- C02F2301/08—Multistage treatments, e.g. repetition of the same process step under different conditions
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Abstract
The method of esterified acid waste water, is related to cyan-acetic ester production technical field in being produced the invention discloses a kind of recycling treatment cyan-acetic ester.Include the following steps：（1）Sodium hydroxide is added into waste water, the sulfuric acid in waste water and acid salt are completely converted into sodium sulphate, deamination processing is then carried out, discharges ammonia, is absorbed with water and ammonium hydroxide is made；（2）Decolourize to the waste water after deamination, obtain the solution of light-coloured transparent；（3）Waste water after decoloration is cooled to less than 0 DEG C, filtering, obtains sal glauberi crystalline solid；（4）Filtrate carries out dehydration concentration, and filtering, obtains solid sodium chloride；Remaining mother liquor is cyanoacetic acid ester solution, is back to production.The method of the present invention is simple, strong applicability, high treating effect, can be converted each component in waste water, and separating-purifying goes out the high byproduct of purity or is subject to reuse, realizes recycling treatment, does not produce secondary pollution, solve industry problems, has filled up industry blank.
Description
Technical field
The present invention relates to cyan-acetic ester production technical field.
Background technology
Cyanoacetate is also known as cyan-acetic ester, is to be esterified by cyanoacetic acid and corresponding alcohol under sulfuric acid catalysis effect
React and generate.In the actual production process, the acid waste water of generation is esterified often containing cyan-acetic ester, sodium chloride, sulphur
The various ingredients such as sour hydrogen sodium, hydrogen sulfate ammonia and sulfuric acid, and color is deeper.Domestic cyan-acetic ester manufacturing enterprise all can at present
A certain amount of such a waste water is produced, and for the processing of this waste water, there is not yet related data is reported.
Mixed salt is made in waste water by existing manufacturing enterprise's majority.There are the problem of be the mixed salt complicated component, market demand
Seldom, secondary pollution is caused, problem cannot be solved effectively.
The content of the invention
Esterified acid gives up in being produced the technical problem to be solved in the present invention is to provide a kind of recycling treatment cyan-acetic ester
The method of water, this method is simple, strong applicability, high treating effect, can be converted each component in waste water, and separating-purifying
Go out the higher byproduct of purity or be subject to reuse, realize recycling treatment, do not produce secondary pollution, solve industry problems,
Industry blank is filled up.
In order to solve the above technical problems, the technical solution used in the present invention is：A kind of recycling treatment cyan-acetic ester
The method of esterified acid waste water, includes the following steps in production：
（1）Sodium hydroxide is added into waste water, the sulfuric acid in waste water and acid salt are completely converted into sodium sulphate, Ran Houjin
The processing of row deamination, discharges ammonia, is absorbed with water and ammonium hydroxide is made, reaction equation is as follows：
H2SO4+2NaOH→Na2SO4+2H2O
NH4HSO4+2NaOH→Na2SO4+2H2O+NH3
NaHSO4+NaOH→Na2SO4+H2O
NH3+H2O→NH4OH
（2）Decolourize to the waste water after deamination, obtain the solution of light-coloured transparent；
（3）Waste water after upper step is decolourized is cooled to less than 0 DEG C, and filtering, obtains sal glauberi crystalline solid；
（4）Filtrate carries out dehydration concentration, and filtering, obtains solid sodium chloride；Remaining mother liquor is cyanoacetic acid ester solution, reuse
In production.
Preferably, step（1）Middle that sodium hydroxide is added into waste water, the pH value for adjusting waste water is 11-12.
It is further preferred that step（1）Middle sodium hydroxide is solid sodium hydroxide or liquid sodium hydroxide.
Preferably, step（1）When the middle deamination time is 1-6 small, deamination temperature is 20-80 DEG C.
It is further preferred that step（1）When the middle deamination time is 2-4 small, deamination temperature is 50-70 DEG C.
Preferably, step（2）Add activated carbon decolorizing in the middle waste water to after deamination, after be filtered to remove activated carbon, obtain
The solution of light-coloured transparent.
It is further preferred that step（2）Middle active carbon for decolorization amount is the 0.1 ‰ -5 ‰ of waste water total amount, bleaching temperature 20-
80 DEG C, bleaching time 10-60 minutes.
Still more preferably, step（2）Middle active carbon for decolorization amount is the 1 ‰ -3 ‰ of waste water total amount, bleaching temperature 40
DEG C -50 DEG C, bleaching time 20-40 minutes.
Preferably, step（3）Middle cooling temperature is -5-0 DEG C.
Preferably, step（4）：Filtrate carries out vacuum dehydration concentration, is concentrated into solid-liquid volume ratio 1:After 0.8-1.2, filtering,
Obtain solid sodium chloride；Remaining mother liquor is cyanoacetic acid ester solution, after dehydration concentration, is back to cyan-acetic ester production, concentration
The water gone out is used as industrial circulating water.
It is using beneficial effect caused by above-mentioned technical proposal：
（1）The method of the present invention is simple, strong applicability, high treating effect, can be converted each component in waste water, and point
From purifying out the high byproduct of purity or being subject to reuse, recycling treatment is realized, does not produce secondary pollution, solve industry hardly possible
Topic, has filled up industry blank.
（2）The acid waste water that esterification process produces during the present invention produces cyan-acetic ester first passes through pH adjustment, deamination, will
The sulfuric acid and acid salt wherein contained is changed into sodium sulphate, and the ammonia of generation then is carried out absorption is made ammonium hydroxide.Then again into
Row decoloration, removes colourity.Waste water after decoloration carries out depth cooling, and the sodium sulphate for making wherein to contain becomes sal glauberi crystallization
Separate out, sal glauberi solid is obtained by separation of solid and liquid.Filtrate obtains solid sodium chloride and cyano group by dehydration, separation of solid and liquid
Aqueous solution of the acetate content 10% or so.Ammonium hydroxide content is wherein obtained up to more than 20%, sal glauberi solid, sodium chloride
The purity of solid can reach more than 95%, can be used as finished product to sell.And the aqueous solution of cyan-acetic ester can then be back to use life
During production, the yield of finished product is improved.Realize the recycling treatment of waste water.Present invention process economic serviceability is strong, not only
Solve the process problem of esterified acid waste water in cyan-acetic ester production, and the component contained in waste water has been subjected to maximum
The separating-purifying of degree, realizes recycling treatment.
Embodiment
The present invention will be further described in detail with reference to the specific embodiments.
Embodiment 1
The method of esterified acid waste water, includes the following steps in a kind of recycling treatment cyan-acetic ester production：
Into 500g acid waste waters, the pH for being slowly added to solid sodium hydroxide 10g adjusting waste water is 11, by the sulphur in waste water
Acid and acid salt are completely converted into sodium sulphate, and then when 50 DEG C of deaminations 4 are small, ammonium hydroxide 8g, purity 20% is made.Then add
2.5g activated carbons, decolourize 10 minutes at 80 DEG C, shallow yellow transparent solution are obtained by filtration.Then 0 DEG C is cooled to, separates out ten water sulfuric acid
Sodium crystallization and filtration, obtains sal glauberi solid 75g, purity 95.6%.Residual filtrate carries out vacuum dehydration concentration, is concentrated into
Solid-liquid volume ratio 1:After 1, filtering, obtains solid sodium chloride 60g, purity 98%.Remaining cyanoacetic acid ester solution 60g, purity
9.5%, steam water 313g（COD:120ppm, ammonia nitrogen：7ppm, chlorion：15ppm, pH：7, appearance colorless clear）Afterwards, return
Produced for cyan-acetic ester, the water steamed is used as industrial circulating water.
Embodiment 2
The method of esterified acid waste water, includes the following steps in a kind of recycling treatment cyan-acetic ester production：
Into 500g acid waste waters, liquid sodium hydroxide is slowly added to（30% sodium hydrate aqueous solution）30g adjusts waste water
PH be 12, the sulfuric acid in waste water and acid salt are completely converted into sodium sulphate, then when 20 DEG C of deaminations 6 are small, be made ammonium hydroxide
8g, purity 20%.Then 0.05g activated carbons are added, decolourizes 60 minutes at 20 DEG C, shallow yellow transparent solution is obtained by filtration.Then drop
Temperature separates out sal glauberi crystallization and filtration, obtains sal glauberi solid 75g, purity 96% to -5 DEG C.Residual filtrate carries out
Vacuum dehydration concentrates, and is concentrated into solid-liquid volume ratio 1:After 0.8, filtering, obtains solid sodium chloride 60g, purity 97%.Remaining cyano group
Acetate solution 60g, purity 9.5%, steams water 333g（COD:110ppm, ammonia nitrogen：10ppm, chlorion：20ppm, pH：7, outside
It is transparent to see achromaticity and clarification）Afterwards, cyan-acetic ester production is back to, the water steamed is used as industrial circulating water.
Embodiment 3
The method of esterified acid waste water, includes the following steps in a kind of recycling treatment cyan-acetic ester production：
Into 1000g acid waste waters, the pH for being slowly added to solid sodium hydroxide 20g adjusting waste water is 11, by waste water
Sulfuric acid and acid salt are completely converted into sodium sulphate, and then when 80 DEG C of deaminations 1 are small, ammonium hydroxide 16g, purity 20% is made.Then add
1g activated carbons, decolourize 40 minutes at 50 DEG C, shallow yellow transparent solution are obtained by filtration.Then 0 DEG C is cooled to, separates out sal glauberi
Crystallization and filtration, obtains sal glauberi solid 150g, purity 96.5%.Residual filtrate carries out vacuum dehydration concentration, is concentrated into solid
Liquid volume ratio 1:After 1.2, filtering, obtains solid sodium chloride 120g, purity 97%.Remaining cyanoacetic acid ester solution 120g, purity
9.8%, steam water 614g（COD:100ppm, ammonia nitrogen：17ppm, chlorion：Ppm, pH：7, appearance colorless clear）Afterwards, return
Produced for cyan-acetic ester, the water steamed is used as industrial circulating water.
Embodiment 4
The method of esterified acid waste water, includes the following steps in a kind of recycling treatment cyan-acetic ester production：
Into 1000g acid waste waters, liquid sodium hydroxide is slowly added to（30% sodium hydrate aqueous solution）60g adjusts useless
The pH of water is 12, and the sulfuric acid in waste water and acid salt are completely converted into sodium sulphate, and then when 70 DEG C of deaminations 2 are small, ammonia is made
Water 16g, purity 20%.Then 3g activated carbons are added, decolourizes 20 minutes at 40 DEG C, shallow yellow transparent solution is obtained by filtration.Then drop
Temperature separates out sal glauberi crystallization and filtration, obtains sal glauberi solid 150g, purity 97% to -2 DEG C.Residual filtrate carries out
Vacuum dehydration concentrates, and is concentrated into solid-liquid volume ratio 1:After 1, filtering, obtains solid sodium chloride 120g, purity 98%.Remaining cyano group second
Acid esters solution 120g, purity 9.8%, steams water 654g（COD:132ppm, ammonia nitrogen：28ppm, chlorion：13ppm, pH：7, appearance
Achromaticity and clarification is transparent）Afterwards, cyan-acetic ester production is back to, the water steamed is used as industrial circulating water.
Embodiment 5
The method of esterified acid waste water, includes the following steps in a kind of recycling treatment cyan-acetic ester production：
Into 1000g acid waste waters, the pH for being slowly added to solid sodium hydroxide 20g adjusting waste water is 11, by waste water
Sulfuric acid and acid salt are completely converted into sodium sulphate, and then when 50 DEG C of deaminations 4 are small, ammonium hydroxide 16g, purity 20% is made.Then add
3g activated carbons, decolourize 40 minutes at 50 DEG C, shallow yellow transparent solution are obtained by filtration.Then 0 DEG C is cooled to, separates out sal glauberi
Crystallization and filtration, obtains sal glauberi solid 150g, purity 97.2%.Residual filtrate carries out vacuum dehydration concentration, is concentrated into solid
Liquid volume ratio 1:After 1, filtering, obtains solid sodium chloride 120g, purity 98%.Remaining cyanoacetic acid ester solution 120g, purity
9.8%, steam water 614g（COD:105ppm, ammonia nitrogen：15ppm, chlorion：27ppm, pH：7, appearance colorless clear）Afterwards,
Cyan-acetic ester production is back to, the water steamed is used as industrial circulating water.
Embodiment 6
The method of esterified acid waste water, includes the following steps in a kind of recycling treatment cyan-acetic ester production：
Into 5000g acid waste waters, the pH for being slowly added to solid sodium hydroxide 100g adjusting waste water is 11, by waste water
Sulfuric acid and acid salt are completely converted into sodium sulphate, and then when 60 DEG C of deaminations 3 are small, ammonium hydroxide 80g, purity 20% is made.Then add
10g activated carbons, decolourize 30 minutes at 50 DEG C, shallow yellow transparent solution are obtained by filtration.Then -3 DEG C are cooled to, separates out ten water sulfuric acid
Sodium crystallization and filtration, obtains sal glauberi solid 750g, purity 97.2%.Residual filtrate carries out vacuum dehydration concentration, is concentrated into
Solid-liquid volume ratio 1:After 1, filtering, obtains solid sodium chloride 600g, purity 98%.Remaining cyanoacetic acid ester solution 600g, purity
9.8%, steam water 3070g（COD:145ppm, ammonia nitrogen：25ppm, chlorion：13ppm, pH：7, appearance colorless clear）Afterwards,
Cyan-acetic ester production is back to, the water steamed is used as industrial circulating water.
In Shijiazhuang City, Hebei Province, 2 production lines of cyan-acetic ester manufacturer are tested.
Test example 1
No.1 production line, produces 100 tons of esterified acid waste water daily, is 12 with 2 tons of adjusting pH of solid sodium hydroxide, will be useless
Sulfuric acid and acid salt in water are completely converted into sodium sulphate, and then when 70 DEG C of deaminations 2 are small, 1.6 tons of ammonium hydroxide, purity 20% is made.
Then 0.3 ton of activated carbon is added, decolourizes 20 minutes at 50 DEG C, shallow yellow transparent solution is obtained by filtration.Then -3 DEG C are cooled to, analysis
Go out sal glauberi crystallization and filtration, obtain 15 tons of sal glauberi solid, purity 97.5%.Residual filtrate carries out vacuum dehydration
Concentration, is concentrated into solid-liquid volume ratio 1:After 1, filtering, obtains 12 tons of g of solid sodium chloride, purity 98%.Remaining cyan-acetic ester is molten
12 tons of liquid, purity 10%, steams 61.4 tons of water（COD:98ppm, ammonia nitrogen：12ppm, chlorion：13ppm, pH：7, appearance colorless is clear
It is clear bright）Afterwards, cyan-acetic ester production is back to, the water steamed is used as industrial circulating water.
Test example 2
No. two production lines, produce 75 tons of esterified acid waste water daily, are 12 with 1.5 tons of adjusting pH of solid sodium hydroxide, will
Sulfuric acid and acid salt in waste water are completely converted into sodium sulphate, and then when 50 DEG C of deaminations 3 are small, 1.2 tons of ammonium hydroxide, purity is made
20%.Then 0.075 ton of activated carbon is added, decolourizes 40 minutes at 40 DEG C, shallow yellow transparent solution is obtained by filtration.Then be cooled to-
3 DEG C, sal glauberi crystallization and filtration is separated out, obtains 11.25 tons of sal glauberi solid, purity 97.5%.Residual filtrate carries out
Vacuum dehydration concentrates, and is concentrated into solid-liquid volume ratio 1:After 1, filtering, obtains 9 tons of g of solid sodium chloride, purity 98%.Remaining cyano group second
9 tons of acid esters solution, purity 10%, steams 46 tons of water（COD:100ppm, ammonia nitrogen：16ppm, chlorion：23ppm, pH：7.2, appearance
Achromaticity and clarification is transparent）Afterwards, cyan-acetic ester production is back to, the water steamed is used as industrial circulating water.
Claims (4)
1. a kind of method of esterified acid waste water in recycling treatment cyan-acetic ester production, it is characterised in that including following step
Suddenly：
(1) sodium hydroxide is added into waste water, the sulfuric acid in waste water and acid salt are completely converted into sodium sulphate, then taken off
Ammonia treatment, discharges ammonia, is absorbed with water and ammonium hydroxide is made, reaction equation is as follows：
H2SO4+2NaOH→Na2SO4+2H2O
NH4HSO4+2NaOH→Na2SO4+2H2O+NH3
NaHSO4+NaOH→Na2SO4+H2O
NH3+H2O→NH4OH
(2) decolourize to the waste water after deamination, obtain the solution of light-coloured transparent；
(3) waste water after upper step is decolourized is cooled to -5-0 DEG C, and filtering, obtains sal glauberi crystalline solid；
(4) filtrate carries out dehydration concentration, and filtering, obtains solid sodium chloride；Remaining mother liquor is cyanoacetic acid ester solution, is back to life
Production；
Step adds sodium hydroxide into waste water in (1), and the pH value for adjusting waste water is 11-12；
Step adds activated carbon decolorizing in (2) into the waste water after deamination, after be filtered to remove activated carbon, obtain the molten of light-coloured transparent
Liquid；
Active carbon for decolorization amount is the 1 ‰ -3 ‰ of waste water total amount in step (2), 40 DEG C -50 DEG C of bleaching temperature, bleaching time 20-
40 minutes；
Step (4)：Filtrate carries out vacuum dehydration concentration, is concentrated into solid-liquid volume ratio 1:After 0.8-1.2, filtering, obtains sodium chloride
Solid；Remaining mother liquor is cyanoacetic acid ester solution, after dehydration concentration, is back to cyan-acetic ester production, the water concentrated out is used as
Industrial circulating water.
2. the method for esterified acid waste water in a kind of recycling treatment cyan-acetic ester production according to claim 1, its
It is characterized in that, sodium hydroxide is solid sodium hydroxide or liquid sodium hydroxide in step (1).
3. the method for esterified acid waste water in a kind of recycling treatment cyan-acetic ester production according to claim 1, its
It is characterized in that, when the deamination time is 1-6 small in step (1), deamination temperature is 20-80 DEG C.
4. the method for esterified acid waste water in a kind of recycling treatment cyan-acetic ester production according to claim 3, its
It is characterized in that, when the deamination time is 2-4 small in step (1), deamination temperature is 50-70 DEG C.
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| CN101161596A (en) * | 2007-05-14 | 2008-04-16 | 中国科学院过程工程研究所 | A method for resource processing non-ferro metals processing wastewater containing ammonia and sulfate radical |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| KR101297816B1 (en) * | 2011-07-26 | 2013-08-19 | (주) 씨이에스 | Apparatus for Reuse of Wastewater from Terephthalic Acid Manufacture Process and Method for Treating Terephthalic Acid Wastewater Using The Same |
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| CN1040012A (en) * | 1989-04-18 | 1990-02-28 | 老河口市石油化工总厂 | The recovery method of the processing of vat powder waste liquid and S-WAT and sodium-chlor |
| CN101161596A (en) * | 2007-05-14 | 2008-04-16 | 中国科学院过程工程研究所 | A method for resource processing non-ferro metals processing wastewater containing ammonia and sulfate radical |
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| CN102086069A (en) * | 2009-12-02 | 2011-06-08 | 宜兴市天立环保有限公司 | Method for treating washing water in nitration process of dinitrochlorobenzene |
| CN103241885A (en) * | 2013-05-15 | 2013-08-14 | 绍兴奇彩化工有限公司 | Method for treating acid waste water of disperse dye |
| CN103332821A (en) * | 2013-06-21 | 2013-10-02 | 浙江吉华集团股份有限公司 | Method for treating waste water containing sulfuric acid in production process of dyes and intermediates |
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