CN108017121A - A kind of clean preparation method of diethylamine - Google Patents
A kind of clean preparation method of diethylamine Download PDFInfo
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- CN108017121A CN108017121A CN201711306059.3A CN201711306059A CN108017121A CN 108017121 A CN108017121 A CN 108017121A CN 201711306059 A CN201711306059 A CN 201711306059A CN 108017121 A CN108017121 A CN 108017121A
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- diethylamine
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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
- C02F1/46—Treatment of water, waste water, or sewage by electrochemical methods
- C02F1/461—Treatment of water, waste water, or sewage by electrochemical methods by electrolysis
- C02F1/46104—Devices therefor; Their operating or servicing
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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
- C02F1/46—Treatment of water, waste water, or sewage by electrochemical methods
- C02F1/469—Treatment of water, waste water, or sewage by electrochemical methods by electrochemical separation, e.g. by electro-osmosis, electrodialysis, electrophoresis
- C02F1/4693—Treatment of water, waste water, or sewage by electrochemical methods by electrochemical separation, e.g. by electro-osmosis, electrodialysis, electrophoresis electrodialysis
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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
- C02F2101/36—Organic compounds containing halogen
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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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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A20/00—Water conservation; Efficient water supply; Efficient water use
- Y02A20/124—Water desalination
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Abstract
The invention belongs to Industrial Waste Water Treatments field, is related to a kind of clean preparation method of diethylamine.A kind of diethylamine clean manufacturing zero-emission provided by the present invention and the method for resource recycling, diethylamine lye and hydrochloric acid solution are obtained by the Bipolar Membrane in bipolar membrane device, diethylamine lye obtains diethylamine alkali content more than 99.0% by evaporation process again, and chlorion is less than 0.1% product；The obtained hydrochloric acid solution of bipolar membrane device obtains hydrochloric acid concentrate and hydrochloric acid desalination solution by the first electrodialysis plant, the hydrochloric acid concentrate that first electrodialysis plant obtains obtains the byproduct concentrated hydrochloric acid solution of high added value, replenisher of the hydrochloric acid desalination solution that the first electrodialysis plant obtains as the second electrodialysis plant diluting compartment by the second electrodialysis plant.Therefore, this method not only realizes the clean manufacturing of diethylamine, while also has preferable social and economic effects.
Description
Technical field
The invention belongs to Industrial Waste Water Treatments field, is related to a kind of clean preparation method of diethylamine.
Background technology
Diethylamine is a kind of important Organic Chemicals, can be applied to the synthesis of medicine and pesticide intermediate.Diethylamine
During as intermediate synthetic drug, often produce the diethylamine hydrochloride that one water is big, content of hydrochloric acid is higher and give up
Water.For the diethylamine in reuse waste water, industrially usually through adding alkali to adjust rectification process after pH, the waste water which produces has
The characteristics of high salt low COD, biochemical treatment can not be carried out.The process, which is related to, at the same time adds alkali, and added amount of chemical is big, of high cost.
Bipolar Membrane is a kind of new ion-exchange composite membranes, and under DC electric field effect, Bipolar Membrane can be by hydrolytic dissociation simultaneously
Hydrogen ion and hydroxide ion are respectively obtained in film both sides.Using this feature, by Bipolar Membrane and other anion and cation exchange membranes
Salt in aqueous solution, can be converted into corresponding by the bipolar membrane electrodialysis system being combined into the case where not being introduced into new component
Bronsted lowry acids and bases bronsted lowry.
Therefore, diethylamine hydrochloride waste water is handled using bipolar membrane electrodialysis, can not only meets the needs of resource reclaim, but also can
Realize clean manufacturing and obtain hydrochloric acid byproduct, be a kind of diethylamine clean preparation method of economical and efficient.
The content of the invention
It is an object of the present invention to be directed to the deficiencies in the prior art, there is provided a kind of clean manufacturing of diethylamine and
The method that recycling recycles.
For this reason, the above-mentioned purpose of the present invention is achieved through the following technical solutions：
A kind of clean preparation method of diethylamine, includes the following steps：It is passed through using diethylamine hydrochloride waste water as material liquid double
In the lye room of pole film device, the lye room after processing obtains product diethylamine, in product diethyl amine content higher than 99% and chlorine from
Son is less than 0.1%, fresh water is passed through into the acid solution room of bipolar membrane device, the acid solution room after processing obtains hydrochloric acid solution；Bipolar Membrane
The obtained hydrochloric acid solution of device is passed through the first electrodialysis plant as material liquid, and diluting compartment adds the Bipolar Membrane of 2 ~ 5 volumes
The obtained hydrochloric acid solution of device, the diluting compartment after processing obtain hydrochloric acid desalination solution, and enriched chamber adds the Bipolar Membrane dress of 1 volume
Obtained hydrochloric acid solution is put, the enriched chamber after processing obtains hydrochloric acid concentrate；The obtained hydrochloric acid of first electrodialysis plant is dense
Contracting liquid is passed through the second electrodialysis plant as material liquid, and the first electrodialysis plant that diluting compartment adds 2 ~ 5 volumes is obtained
Hydrochloric acid concentrate, and the benefit of the diluting compartment using the obtained hydrochloric acid desalination solution of the first electrodialysis plant as the second electrodialysis plant
Filling liquid, enriched chamber add the obtained hydrochloric acid concentrate of the first electrodialysis plant of 1 volume, and the enriched chamber after processing obtains pair
Product concentrated hydrochloric acid, concentration of hydrochloric acid is higher than 12%wt in byproduct.
While using above-mentioned technical proposal, the present invention can also be used or combined using technology further below
Scheme：
Preferably, the bipolar membrane device is two Room bipolar membrane devices or three Room bipolar membrane devices.
Preferably, the Bipolar Membrane of two Room bipolar membrane device including organic solvent-resistant, the homogeneous cavity block of resistance to strong acid and resistance to
Sour electrode.
Preferably, the Bipolar Membrane of three Room bipolar membrane device including organic solvent-resistant, the homogeneous cavity block of resistance to strong acid and resistance to
The homogeneous anode membrane of highly basic.
Preferably, the bipolar film thickness of the organic solvent-resistant of the bipolar membrane device is 1 ~ 1.5 mm, and film resistance is 20 ~ 25
Ω/cm2, moisture content is 35 ~ 45%；The homogeneous cavity block thickness of the resistance to strong acid is 0.4 ~ 0.8 mm, film resistance for 10 ~ 15 Ω/
cm2, moisture content is 30 ~ 40%.
Preferably, the homogeneous anode membrane thickness of the resistance to highly basic is 0.4 ~ 0.8 mm, and film resistance is 10 ~ 15 Ω/cm2, it is aqueous
Rate is 30 ~ 40%.
Preferably, the Bipolar Membrane of the organic solvent-resistant of the bipolar membrane device uses polytetrafluoro of the thickness for 0.5 ~ 1 mm
Ethylene-doped nano titanium chromium film is counterdie, and after irradiation grafting, then the basement membrane with monolithic impregnated with method preparation Bipolar Membrane, sunny side layer are adopted
Sulfonation is carried out with bromine sulfonic acid, and back layer carries out bromopropyl using bromine propyl ether, then with diethylamine to carry out quaternary ammoniated formation resistance to organic
The Bipolar Membrane of solvent.
Preferably, first electrodialysis plant includes the homogeneous cavity block of resistance to strong acid and the homogeneous anode membrane of resistance to highly basic.
Preferably, the resistance of the homogeneous anode membrane of the homogeneous cavity block of the resistance to strong acid of first electrodialysis plant and resistance to highly basic is
0.1~1.5Ω/cm2, the degree of cross linking is 80 ~ 86%.
Preferably, second electrodialysis plant includes the homogeneous cavity block of resistance to strong acid and the homogeneous anode membrane of resistance to highly basic.
Preferably, the resistance of the homogeneous anode membrane of the homogeneous cavity block of the resistance to strong acid of second electrodialysis plant and resistance to highly basic is
0.1~1.5Ω/cm2, the degree of cross linking is 80 ~ 86%.
Preferably, the mass fraction of the material liquid of diethylamine hydrochloride is 20% ~ 35%wt.
Preferably, current efficiency of the bipolar membrane device when preparing diethylamine lye is more than 70%, and conversion ratio is more than
90%, current density is 200 ~ 600 A/m2。
Preferably, current efficiency of first electrodialysis plant when preparing hydrochloric acid concentrate is more than 70%, current density
For 100 ~ 300 A/m2。
Preferably, current efficiency of second electrodialysis plant when preparing byproduct concentrated hydrochloric acid is more than 70%, and electric current is close
Spend for 400 ~ 600 A/m2。
A kind of method that the present invention provides diethylamine clean manufacturing zero-emission and resource recycling, passes through bipolar membrane device
In Bipolar Membrane obtain diethylamine lye and hydrochloric acid solution, diethylamine lye obtains diethylamine alkali content by evaporation process again and exists
More than 99.0%, chlorion is less than 0.1% product；The obtained hydrochloric acid solution of bipolar membrane device is obtained by the first electrodialysis plant
To hydrochloric acid concentrate and hydrochloric acid desalination solution, the hydrochloric acid concentrate that the first electrodialysis plant obtains is obtained by the second electrodialysis plant
The byproduct concentrated hydrochloric acid solution of high added value, the hydrochloric acid desalination solution that the first electrodialysis plant obtains are light as the second electrodialysis plant
Change the replenisher of room.Therefore, this method not only realizes the clean manufacturing zero-emission of diethylamine, while also has preferable society
With economic benefit.
Brief description of the drawings
Fig. 1 is a kind of schematic diagram of the clean manufacturing Zero emission method of diethylamine provided by the present invention.
Embodiment
The present invention is further described in detail with specific embodiment referring to the drawings.
A kind of clean manufacturing Zero emission method of diethylamine, includes the following steps：Using diethylamine hydrochloride waste water as original
Feed liquid is passed through in the lye room of bipolar membrane device, and the lye room after processing obtains product diethylamine, and diethyl amine content is high in product
It is less than 0.1% in 99% and chlorion, fresh water is passed through into the acid solution room of bipolar membrane device, the acid solution room after processing obtains hydrochloric acid
Solution.The obtained hydrochloric acid solution of bipolar membrane device is passed through the first electrodialysis plant as material liquid, and diluting compartment adds the double of 6L
The obtained hydrochloric acid solution of pole film device, the diluting compartment after processing obtain hydrochloric acid desalination solution, and enriched chamber adds the Bipolar Membrane dress of 2L
Obtained hydrochloric acid solution is put, the enriched chamber after processing obtains hydrochloric acid concentrate, and content of hydrochloric acid is 5.5%wt in hydrochloric acid concentrate.
The obtained hydrochloric acid concentrate of first electrodialysis plant is passed through the second electrodialysis plant as material liquid, and diluting compartment adds 1.5L's
The obtained hydrochloric acid concentrate of first electrodialysis plant, and it is used as second using the obtained hydrochloric acid desalination solution of the first electrodialysis plant
The replenisher of the diluting compartment of electrodialysis plant, enriched chamber add the obtained hydrochloric acid concentrate of the first electrodialysis plant of 0.5L,
Enriched chamber after processing obtains byproduct concentrated hydrochloric acid, and content of hydrochloric acid is higher than 12%wt in byproduct.
In the present embodiment Zhang Hong, bipolar membrane device is two Room bipolar membrane devices, certainly in other examples, Bipolar Membrane
Device can also be three Room bipolar membrane devices.
In the present embodiment, the Bipolar Membrane of two Room bipolar membrane devices including organic solvent-resistant, the homogeneous cavity block of resistance to strong acid and
Acidproof electrode.If three Room bipolar membrane devices, then three Room bipolar membrane devices include the Bipolar Membrane of organic solvent-resistant, resistance to strong acid it is equal
The homogeneous anode membrane of phase cavity block and resistance to highly basic.
The bipolar film thickness of the organic solvent-resistant of bipolar membrane device is 1 ~ 1.5 mm, and film resistance is 20 ~ 25 Ω/cm2, it is aqueous
Rate is 35 ~ 45%；The homogeneous cavity block thickness of resistance to strong acid is 0.4 ~ 0.8 mm, and film resistance is 10 ~ 15 Ω/cm2, moisture content for 30 ~
40%。
If three Room bipolar membrane devices, except the Bipolar Membrane including organic solvent-resistant, resistance to strong acid homogeneous cavity block in addition to, also
Homogeneous anode membrane including resistance to highly basic, the homogeneous anode membrane thickness of resistance to highly basic is 0.4 ~ 0.8 mm, and film resistance is 10 ~ 15 Ω/cm2, contain
Water rate is 30 ~ 40%.
The Bipolar Membrane of the organic solvent-resistant of bipolar membrane device uses thickness to be received for the polytetrafluoroethylene (PTFE) doping of 0.5 ~ 1 mm
Rice titanium chromium film be counterdie, after irradiation grafting, then with monolithic impregnated with method prepare Bipolar Membrane basement membrane, sunny side layer use bromine sulfonic acid into
Row sulfonation, back layer carries out bromopropyl using bromine propyl ether, then carries out the bipolar of quaternary ammoniated formation organic solvent-resistant with diethylamine
Film.
With daily 10 m3Treating capacity to the design of each processing unit of whole technique and installation and debugging, and continuous service；
Raw material is the diethylamine hydrochloride solution that content is 30%wt, is passed through two Room bipolar membrane devices, and current density is 400 A/
m2, 32 Kw of power is run, 40 min of circular flow obtains diethylamine lye and hydrochloric acid solution, and diethylamine lye passes through evaporated
Reason obtains product content more than 99.0%, and chlorion is less than 0.1%；Hydrogen ion concentration reaches 1.1 mol/L in hydrochloric acid solution.
Hydrochloric acid solution prepared by bipolar membrane device is passed through the first electrodialysis plant, and current density is 200 A/m2, run work(
32 Kw of rate, 40 min of circular flow obtain hydrochloric acid desalination solution and hydrochloric acid concentrate, and gained hydrochloric acid concentrate is passed through the second electrodialysis
Device, current density are 500 A/m2, 32 Kw of power is run, 40 min of circular flow obtains the dense salt of byproduct of high added value
Acid, replenisher of the hydrochloric acid desalination solution obtained by the first electrodialysis plant as the second electrodialysis plant diluting compartment, dense salt in byproduct
Acid is free of other impurities ion, concentration 12.5%wt.
Above-mentioned embodiment is used for illustrating the present invention, is merely a preferred embodiment of the present invention, rather than to this
Invention is limited, and in the protection domain of spirit and claims of the present invention, to any modification of the invention made, is equal
Replace, improve etc., both fall within protection scope of the present invention.
Claims (10)
1. a kind of clean preparation method of diethylamine, it is characterised in that the clean preparation method of the diethylamine includes following step
Suddenly：It is passed through diethylamine hydrochloride waste water as material liquid in the lye room of bipolar membrane device, is produced from the lye room after processing
Product diethylamine, diethyl amine content is higher than 99% in product and chlorion is less than 0.1%, and fresh water is passed through to the acid solution of bipolar membrane device
In room, the acid solution room after processing obtains hydrochloric acid solution；The obtained hydrochloric acid solution of bipolar membrane device is passed through first as material liquid
Electrodialysis plant, diluting compartment add the obtained hydrochloric acid solution of bipolar membrane device of 2 ~ 5 volumes, and the diluting compartment after processing obtains
Hydrochloric acid desalination solution, enriched chamber add the obtained hydrochloric acid solution of bipolar membrane device of 1 volume, and the enriched chamber after processing obtains salt
Sour concentrate；The obtained hydrochloric acid concentrate of first electrodialysis plant is passed through the second electrodialysis plant, diluting compartment as material liquid
The obtained hydrochloric acid concentrate of the first electrodialysis plant of 2 ~ 5 volumes is added, and with the obtained salt of the first electrodialysis plant
Replenisher of the sour desalination solution as the diluting compartment of the second electrodialysis plant, enriched chamber add the first electrodialysis plant of 1 volume
Obtained hydrochloric acid concentrate, the enriched chamber after processing obtain byproduct concentrated hydrochloric acid, and concentration of hydrochloric acid is higher than 12%wt in byproduct.
2. the clean preparation method of a kind of diethylamine according to claim 1, it is characterised in that the bipolar membrane device is
Two Room bipolar membrane devices or three Room bipolar membrane devices.
3. the clean preparation method of a kind of diethylamine according to claim 2, it is characterised in that two Room Bipolar Membrane fills
Put the Bipolar Membrane including organic solvent-resistant, the homogeneous cavity block of resistance to strong acid and acidproof electrode.
4. the clean preparation method of a kind of diethylamine according to claim 2, it is characterised in that three Room Bipolar Membrane fills
Put the homogeneous anode membrane of the Bipolar Membrane including organic solvent-resistant, the homogeneous cavity block of resistance to strong acid and resistance to highly basic.
A kind of 5. clean preparation method of diethylamine according to claim 3 or 4, it is characterised in that the Bipolar Membrane dress
The bipolar film thickness for the organic solvent-resistant put is 1 ~ 1.5 mm, and film resistance is 20 ~ 25 Ω/cm2, moisture content is 35 ~ 45%；It is described
The homogeneous cavity block thickness of resistance to strong acid is 0.4 ~ 0.8 mm, and film resistance is 10 ~ 15 Ω/cm2, moisture content is 30 ~ 40%.
A kind of 6. clean preparation method of diethylamine according to claim 4, it is characterised in that the resistance to highly basic it is homogeneous
Anode membrane thickness is 0.4 ~ 0.8 mm, and film resistance is 10 ~ 15 Ω/cm2, moisture content is 30 ~ 40%.
A kind of 7. clean preparation method of diethylamine according to claim 3 or 4, it is characterised in that the Bipolar Membrane dress
It for the polytetrafluoroethylene (PTFE) dopen Nano titanium chromium film of 0.5 ~ 1 mm is counterdie that the Bipolar Membrane for the organic solvent-resistant put, which uses thickness, is used
After irradiation grafting, then the basement membrane with monolithic impregnated with method preparation Bipolar Membrane, sunny side layer carry out sulfonation using bromine sulfonic acid, and back layer uses
Bromine propyl ether carries out bromopropyl, then the Bipolar Membrane of quaternary ammoniated formation organic solvent-resistant is carried out with diethylamine.
A kind of 8. clean preparation method of diethylamine according to claim 1, it is characterised in that the first electrodialysis dress
Put the homogeneous anode membrane of homogeneous cavity block and resistance to highly basic including resistance to strong acid.
A kind of 9. clean preparation method of diethylamine according to claim 8, it is characterised in that the first electrodialysis dress
The resistance of the homogeneous cavity block for the resistance to strong acid put and the homogeneous anode membrane of resistance to highly basic is 0.1 ~ 1.5 Ω/cm2, the degree of cross linking is 80 ~ 86%.
10. the clean preparation method of a kind of diethylamine according to claim 1, it is characterised in that diethylamine hydrochloride
The mass fraction of material liquid is 20% ~ 35%wt.
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Cited By (7)
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| CN108689461A (en) * | 2018-06-15 | 2018-10-23 | 浙江迪萧环保科技有限公司 | The separation method and device of organic matter-inorganic salts in a kind of high-COD waste water with high salt |
| CN108928895A (en) * | 2018-08-13 | 2018-12-04 | 浙江迪萧环保科技有限公司 | A kind of bipolar membrane electrodialysis cyclization method of ortho-position dihalogen for carboxylic acid |
| CN108997141A (en) * | 2018-08-28 | 2018-12-14 | 河北美邦工程科技股份有限公司 | A kind of preparation method of 1,5- pentanediamine |
| CN109097408A (en) * | 2018-09-03 | 2018-12-28 | 河北美邦工程科技股份有限公司 | A kind of preparation method of 56 salt of nylon |
| CN109912093A (en) * | 2019-02-19 | 2019-06-21 | 北京中科康仑环境科技研究院有限公司 | A kind of zero-discharge production process based on praseodymium, neodymium anti-stripping agent |
| CN113943224A (en) * | 2020-07-16 | 2022-01-18 | 保定加合精细化工有限公司 | Method for purifying diethylamine recovered in the production process of diethylaminoethanethiol |
| CN115181198A (en) * | 2022-08-19 | 2022-10-14 | 河北雄发新材料科技发展有限公司 | Production process of chlorinated polyethylene with zero discharge of wastewater in acid phase process |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108689461A (en) * | 2018-06-15 | 2018-10-23 | 浙江迪萧环保科技有限公司 | The separation method and device of organic matter-inorganic salts in a kind of high-COD waste water with high salt |
| CN108928895A (en) * | 2018-08-13 | 2018-12-04 | 浙江迪萧环保科技有限公司 | A kind of bipolar membrane electrodialysis cyclization method of ortho-position dihalogen for carboxylic acid |
| CN108997141A (en) * | 2018-08-28 | 2018-12-14 | 河北美邦工程科技股份有限公司 | A kind of preparation method of 1,5- pentanediamine |
| CN108997141B (en) * | 2018-08-28 | 2021-10-19 | 河北美邦工程科技股份有限公司 | Preparation method of 1, 5-pentanediamine |
| CN109097408A (en) * | 2018-09-03 | 2018-12-28 | 河北美邦工程科技股份有限公司 | A kind of preparation method of 56 salt of nylon |
| CN109912093A (en) * | 2019-02-19 | 2019-06-21 | 北京中科康仑环境科技研究院有限公司 | A kind of zero-discharge production process based on praseodymium, neodymium anti-stripping agent |
| CN109912093B (en) * | 2019-02-19 | 2021-11-30 | 北京中科康仑环境科技研究院有限公司 | Zero-emission production process based on praseodymium and neodymium back-extraction liquid |
| CN113943224A (en) * | 2020-07-16 | 2022-01-18 | 保定加合精细化工有限公司 | Method for purifying diethylamine recovered in the production process of diethylaminoethanethiol |
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