CN100371338C - Process for separation and purification of glyphosate from glyphosate solution by membrane technology - Google Patents
Process for separation and purification of glyphosate from glyphosate solution by membrane technology Download PDFInfo
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- CN100371338C CN100371338C CNB2006100502431A CN200610050243A CN100371338C CN 100371338 C CN100371338 C CN 100371338C CN B2006100502431 A CNB2006100502431 A CN B2006100502431A CN 200610050243 A CN200610050243 A CN 200610050243A CN 100371338 C CN100371338 C CN 100371338C
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- glyphosate
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- reverse osmosis
- concentrating
- nanofiltration
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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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
Abstract
The present invention discloses a method for the concentration of glyphosate in glyphosate mother liquor by membrane separation technology. In the method, mother liquor is first filtered so as to remove solid ingredients from the mother liquor; according to the molecular structure, the molecular mass, and the size and the charge property of particles for glyphosate which needs to be separated and concentrated in the mother liquor, ultra-filtration membranes, nano-filtration membranes and reverse osmosis membranes, which are appropriate, are selected from small membranes to large membranes and separated step by step, and glyphosate as an effective ingredient is concentrated. The present invention has the integration of separation, concentration and purification, and operation is carried out at the normal temperature; phase changes do not occur in the process of membrane separation, and the decomposition of glyphosate due to concentration and enrichment at a high temperature is avoided; as a result, the present invention results in effectively improved product quality, effectively increased product yield, greatly reduced energy consumption, continuous operation and low operation cost. The present invention has the advantages of energy saving, high efficiency, environmental protection, etc.; the present invention can operate in combination with a general unit of concentration and separation or operate independently, and the present invention is suitable for continuous industrialized production.
Description
Technical field
The present invention relates to the separating and concentrating of glyphosate mother solution, relate in particular to the membrane technique separating and concentrating method of a kind of glyphosate and water.
Background technology
Glyphosate is a kind of weedicide of broad-spectrum high efficacy, the synthetic method of main flow has two kinds: the method for (1) IDA method synthesizing glyphosate is: pmida98 is oxidized to glyphosate solution at aqueous phase, after crystallization, solid-liquid separation, obtain solid glyphosate, the glyphosate that still contains dissolved 1～4% in the mother liquor, and trace increase sweet phosphine, formaldehyde, formic acid and unreacted pmida98 etc. completely.Chemical equation is as follows:
(HO)
2P(O)CH
2N(CH
2COOH)
2+[O]→(HO)
2P(O)CH
2NHCH
2COOH
(2) method of the synthetic glyphosate of glycine method is to be that raw material makes through addition, condensation, hydrolysis with glycine, dialkyl phosphite, Paraformaldehyde 96, after crystallization, solid-liquid separation, obtain solid glyphosate, the glyphosate that still contains dissolved 1～3% in the mother liquor, and sodium-chlor, increase impurity such as sweet phosphine, formaldehyde.Chemical equation is as follows:
R is CH in the formula
3-or C
2H
5-
Glyphosate mother solution need continue to propose dense utilization, and general method is to use the steam heating evaporation concentration, and shortcoming is that glyphosate decomposes under comparatively high temps easily, cause the reduction of effective content, the glyphosate rate of recovery is not high, and needs to consume a large amount of steam, and running cost is higher.
Summary of the invention
The purpose of this invention is to provide a kind of glyphosate method in the membrane technique separating and concentrating glyphosate mother solution of utilizing.
The step of method is as follows:
1) one or more devices of employing pressure filter, filter, accurate filter are removed the solids component in the glyphosate mother solution, remove viscous liquid in the mother liquor with the more medium filter that contains gac again, be that the micropore filtering film of 1～10 μ m is directly removed submicron, micron particle and the floss in the mother liquor with the aperture then, remove soluble large molecule impurity with ultra-filtration membrane;
2) glyphosate mother solution after the processing enters the one-level nanofiltration membrane separation, the glyphosate massfraction reaches the storage tank that is collected in more than 7% in the concentrated solution, the then continuation circulation of glyphosate massfraction below 7% separates in the concentrated solution, and the glyphosate massfraction is collected in storage tank after reaching more than 7% in concentrated solution; The one-level nanofiltration sees through liquid and enters the secondary nanofiltration membrane separation, and secondary nanofiltration concentrated solution returns and enters the one-level nanofiltration membrane separation; The secondary nanofiltration sees through liquid and enters reverse osmosis membrane separation, and reverse osmosis concentrated liquid returns and enters the secondary nanofiltration membrane separation, and reverse osmosis sees through liquid-water and enters water collecting basin, also can reuse, and to improve the rate of recovery of water resources.
The glyphosate mother solution of carrying after dense obtains the former powder of solid glyphosate through cooling, crystallization, filtration, perhaps makes aqua, pulvis and the granule of ammonium glyphosate, sodium salt, sylvite, the various salts of isopropyl amine salt.
The aperture of described ultra-filtration membrane is 0.05 μ m～1nm, and molecular weight cut-off is 1000～100000.Ultra-filtration membrane is hollow-fibre membrane, rolled film, board-like film or tubular membrane.Nanofiltration membrane is rolling nanofiltration membrane or board-like nanofiltration membrane, preferred rolling nanofiltration membrane.Reverse osmosis membrane is tubular fibre reverse osmosis membrane, coiled reverse osmosis membrane or board-like reverse osmosis membrane, preferred coiled reverse osmosis membrane.The ultra-filtration membrane material is polymeric amide, aromatic polyamides, polysulfones, polyvinylidene difluoride (PVDF), polypropylene or cellulose acetate organic polymer material, preferred polyamide, aromatic polyamide membrane; The nanofiltration membrane material is polymeric amide, aromatic polyamides, polysulfones/aromatic polyamides composite membrane, preferred polyamide, aromatic polyamide membrane; The reverse osmosis membrane material is polymeric amide, aromatic polyamides, the preferred polyamide film.
Advantage of the present invention is that range of application is wide, has both comprised the separating and concentrating of glyphosphonic acid mother liquor, also comprises the separating and concentrating of ammonium glyphosate, sodium salt, sylvite, the various salt mother liquors of isopropyl amine salt.The present invention collects separation, concentrates, purifies is one, operation at normal temperatures.The membrane sepn process does not have phase change, avoided high temperature to concentrate and the decomposition of enrichment to glyphosate, quality product and yield have been improved effectively, greatly reduce energy consumption, can operate continuously, running cost is low, has advantages such as energy-conservation, efficient, environmental protection, applied range, it can or be operated separately with the concentrating and separating unit binding operation of routine, is fit to the industrialization continuous production.
Description of drawings
Accompanying drawing is the schema that utilizes glyphosate method in the membrane technique separating and concentrating glyphosate mother solution.
Embodiment
Embodiment 1
The mother liquor that will contain 3.8% glyphosphonic acid enters the pressure filter separation and obtains the former powder of solid glyphosate, mother liquor enters the more medium filter that contains gac and removes viscous liquid in the mother liquor, be that the micropore filtering film of 1～10 μ m is directly removed submicron, micron particle and the flocculent precipitate in the mother liquor with the aperture then, remove soluble large molecule impurity with ultra-filtration membrane.
Mother liquor after the above-mentioned processing pumps into the one-level nanofiltration membrane separation, and concentrated solution back up to standard (glyphosphonic acid massfraction 〉=10%) is collected in storage tank, and concentrated solution is below standard then to continue circulation until back up to standard collection; The one-level nanofiltration sees through liquid and enters the secondary nanofiltration membrane separation, and secondary nanofiltration concentrated solution returns and enters the one-level nanofiltration membrane separation; The secondary nanofiltration sees through liquid and enters reverse osmosis membrane separation, and reverse osmosis concentrated liquid returns and enters the secondary nanofiltration membrane separation, and reverse osmosis sees through liquid-water and enters water collecting basin, also can reuse, improve the rate of recovery of water resources.
The glyphosphonic acid solution of carrying after dense can obtain the former powder of solid glyphosate acid through cooling, crystallization, filtration, also can continue processing, makes aqua, pulvis and the granule of various salts such as ammonium glyphosate, sodium salt, sylvite, isopropyl amine salt.
Embodiment 2
The mother liquor that will contain 3.6% ammonium glyphosate enters the pressure filter press filtration, enter the more medium filter that contains gac again and remove viscous liquid in the solution, be that the micropore filtering film of 1～10 μ m is directly removed submicron, micron particle and the flocculent precipitate in the solution with the aperture then, remove soluble large molecule impurity with ultra-filtration membrane.
Mother liquor after the above-mentioned processing pumps into the one-level nanofiltration membrane separation, and concentrated solution back up to standard (ammonium glyphosate massfraction 〉=10%) is collected in storage tank, and concentrated solution is below standard then to continue circulation until back up to standard collection; The one-level nanofiltration sees through liquid and enters the secondary nanofiltration membrane separation, and secondary nanofiltration concentrated solution returns and enters the one-level nanofiltration membrane separation; The secondary nanofiltration sees through liquid and enters reverse osmosis membrane separation, and reverse osmosis concentrated liquid returns and enters the secondary nanofiltration membrane separation, and reverse osmosis sees through liquid-water and enters water collecting basin, also can reuse, and to improve the rate of recovery of water resources.
Carry glyphosphonic acid ammonium solution (massfraction 〉=10%) after dense and add and can be used as 10% ammonium glyphosate aqua after the auxiliary agent modulation and sell, also can be processed into the ammonium glyphosate salt powder.
Embodiment 3
The mother liquor that will contain 1.8% glyphosphonic acid sodium enters the pressure filter press filtration, enter the more medium filter that contains gac again and remove viscous liquid in the mother liquor, be that the micropore filtering film of 1～10 μ m is directly removed submicron, micron particle and the flocculent precipitate in the mother liquor with the aperture then, remove soluble large molecule impurity with ultra-filtration membrane.
Mother liquor after the above-mentioned processing pumps into the one-level nanofiltration membrane separation, and concentrated solution back up to standard (glyphosphonic acid sodium massfraction 〉=10%) is collected in storage tank, and concentrated solution is below standard then to continue circulation until back up to standard collection; The one-level nanofiltration sees through liquid and enters the secondary nanofiltration membrane separation, secondary nanofiltration concentrated solution returns and enters the one-level nanofiltration membrane separation, the secondary nanofiltration sees through liquid and enters reverse osmosis membrane separation, reverse osmosis concentrated liquid returns and enters the secondary nanofiltration membrane separation, reverse osmosis sees through liquid-water and enters water collecting basin, also can reuse, to improve the rate of recovery of water resources.
Carry glyphosphonic acid sodium solution (massfraction 〉=10%) after dense and add and can be used as 10% sodium glyphosate aqua after the auxiliary agent modulation and sell, also can be processed into the sodium glyphosate pulvis.
Embodiment 4
The mother liquor that will contain 3.3% ammonium glyphosate enters pressure filter press filtration and accurate filter filtration, enter the more medium filter that contains gac again and remove viscous liquid in the solution, be that the micropore filtering film of 10 μ m, 5 μ m, 1 μ m is directly removed submicron, micron particle and the flocculent precipitate in the solution with the aperture respectively then, remove soluble large molecule impurity with ultra-filtration membrane.
Mother liquor after the above-mentioned processing pumps into the one-level nanofiltration membrane separation, and concentrated solution back up to standard (ammonium glyphosate massfraction 〉=10%) is collected in storage tank, and concentrated solution is below standard then to continue circulation until back up to standard collection; The one-level nanofiltration sees through liquid and enters the secondary nanofiltration membrane separation, and secondary nanofiltration concentrated solution returns and enters the one-level nanofiltration membrane separation; The secondary nanofiltration sees through liquid and returns the ammonium glyphosate reactive system, as the solvent of producing the next batch ammonium glyphosate.
Carry glyphosphonic acid ammonium solution (massfraction 〉=10%) after dense and add and can be used as 10% ammonium glyphosate aqua after the auxiliary agent modulation and sell, also can be processed into the ammonium glyphosate salt powder.
Embodiment 5
The mother liquor that will contain 1.5% glyphosphonic acid sodium enters pressure filter press filtration and filter filtration, enter the more medium filter that contains gac again and remove viscous liquid in the mother liquor, be that the micropore filtering film of 1～10 μ m is directly removed submicron, micron particle and the flocculent precipitate in the mother liquor with the aperture then, remove soluble large molecule impurity with ultra-filtration membrane.
Mother liquor after the above-mentioned processing pumps into the one-level nanofiltration membrane separation, when the sweet Alendronate massfraction of concentrated solution medium-height grass 〉=5%, removes by filter wherein solid sodium chloride with filter; Concentrated solution after the filtration then continues circulation to be separated, and when the sweet Alendronate massfraction of concentrated solution medium-height grass 〉=7%, removes by filter wherein solid sodium chloride with filter; Concentrated solution after the filtration then continues circulation to be separated, until the sweet Alendronate massfraction of concentrated solution medium-height grass 〉=10% o'clock, remove by filter wherein solid sodium chloride with filter after, concentrated solution is collected in storage tank; The one-level nanofiltration sees through liquid and enters the secondary nanofiltration membrane separation, secondary nanofiltration concentrated solution returns and enters the one-level nanofiltration membrane separation, the secondary nanofiltration sees through liquid and enters reverse osmosis membrane separation, reverse osmosis concentrated liquid returns and enters the secondary nanofiltration membrane separation, reverse osmosis sees through liquid-water and enters water collecting basin, also can reuse, to improve the rate of recovery of water resources.
Carry glyphosphonic acid sodium solution (massfraction 〉=10%) after dense and add and can be used as 10% sodium glyphosate aqua after the auxiliary agent modulation and sell, also can be processed into the sodium glyphosate pulvis.
Embodiment 6
The mother liquor that will contain 1.9% glyphosphonic acid sodium enters pressure filter press filtration, filter and accurate filter respectively and filters, enter the more medium filter that contains gac again and remove viscous liquid in the mother liquor, be that the micropore filtering film of 1 μ m, 5 μ m, 10 μ m is directly removed submicron, micron particle and the flocculent precipitate in the mother liquor with the aperture respectively then, remove soluble large molecule impurity with ultra-filtration membrane.
Mother liquor after the above-mentioned processing pumps into the one-level nanofiltration membrane separation, when the sweet Alendronate massfraction of concentrated solution medium-height grass 〉=6%, removes by filter wherein solid sodium chloride with filter; Concentrated solution after the filtration then continues circulation to be separated, and when the sweet Alendronate massfraction of concentrated solution medium-height grass 〉=8%, removes by filter wherein solid sodium chloride with filter; Concentrated solution after the filtration then continues circulation to be separated, until the sweet Alendronate massfraction of concentrated solution medium-height grass 〉=10% o'clock, remove by filter wherein solid sodium chloride with filter after, concentrated solution is collected in storage tank; The one-level nanofiltration sees through liquid and enters the secondary nanofiltration membrane separation, secondary nanofiltration concentrated solution returns and enters the one-level nanofiltration membrane separation, the secondary nanofiltration sees through liquid and enters reverse osmosis membrane separation, reverse osmosis concentrated liquid returns and enters the secondary nanofiltration membrane separation, reverse osmosis sees through liquid-water and enters water collecting basin, also can reuse, to improve the rate of recovery of water resources.
Carry glyphosphonic acid sodium solution (massfraction 〉=10%) after dense and add and can be used as 10% sodium glyphosate aqua after the auxiliary agent modulation and sell, also can be processed into the sodium glyphosate pulvis.
Embodiment 7
The mother liquor that will contain 3.0% glyphosphonic acid potassium enters the pressure filter press filtration, enter the more medium filter that contains gac again and remove viscous liquid in the solution, be that the micropore filtering film of 1～10 μ m is directly removed submicron, micron particle and the flocculent precipitate in the solution with the aperture then, remove soluble large molecule impurity with ultra-filtration membrane.
Mother liquor after the above-mentioned processing pumps into the one-level nanofiltration membrane separation, and concentrated solution back up to standard (glyphosphonic acid potassium massfraction 〉=10%) is collected in storage tank, and concentrated solution is below standard then to continue circulation until back up to standard collection; The one-level nanofiltration sees through liquid and enters the secondary nanofiltration membrane separation, and secondary nanofiltration concentrated solution returns and enters the one-level nanofiltration membrane separation; The secondary nanofiltration sees through liquid and enters reverse osmosis membrane separation, and reverse osmosis concentrated liquid returns and enters the secondary nanofiltration membrane separation, and reverse osmosis sees through liquid-water and enters water collecting basin, also can reuse, and to improve the rate of recovery of water resources.
Carry glyphosphonic acid potassium solution (massfraction 〉=10%) after dense and add and can be used as 10% sylvine aqua with glyphosate after the auxiliary agent modulation and sell, also can be processed into the glyphosate potassium salt powder.
The method of glyphosate can be carried out multiple combination in the membrane technique separating and concentrating glyphosate mother solution described in the invention.Do not do the limit explanation in the present invention, should be included within the present invention yet even the processing scheme of being done on basis of the present invention is different from the embodiment scheme.
Claims (10)
1. method of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution is characterized in that the step of method is as follows:
1) one or more devices of employing pressure filter, filter, accurate filter are removed the solids component in the glyphosate mother solution, remove viscous liquid in the mother liquor with the more medium filter that contains gac again, be that the micropore filtering film of 1～10 μ m is directly removed submicron, micron particle and the floss in the mother liquor with the aperture then, remove soluble large molecule impurity with ultra-filtration membrane;
2) glyphosate mother solution after the processing enters the one-level nanofiltration membrane separation, the glyphosate massfraction reaches the storage tank that is collected in more than 7% in the concentrated solution, the then continuation circulation of glyphosate massfraction below 7% separates in the concentrated solution, and the glyphosate massfraction is collected in storage tank after reaching more than 7% in concentrated solution; The one-level nanofiltration sees through liquid and enters the secondary nanofiltration membrane separation, and secondary nanofiltration concentrated solution returns and enters the one-level nanofiltration membrane separation; The secondary nanofiltration sees through liquid and enters reverse osmosis membrane separation, and reverse osmosis concentrated liquid returns and enters the secondary nanofiltration membrane separation, and the glyphosate mother solution of carrying after dense obtains the former powder of solid glyphosate through cooling, crystallization, filtration.
2. a kind of method of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution according to claim 1, the aperture that it is characterized in that described ultra-filtration membrane is 0.05 μ m～1nm, molecular weight cut-off is 1000～100000.
3. a kind of method of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution according to claim 1 is characterized in that described ultra-filtration membrane is hollow-fibre membrane, rolled film, board-like film or tubular membrane.
4. a kind of method of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution according to claim 1 is characterized in that described nanofiltration membrane is rolling nanofiltration membrane or board-like nanofiltration membrane.
5. according to claim 1 or 4 described a kind of methods of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution, it is characterized in that described nanofiltration membrane is the rolling nanofiltration membrane
6. a kind of method of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution according to claim 1 is characterized in that described reverse osmosis membrane is tubular fibre reverse osmosis membrane, coiled reverse osmosis membrane or board-like reverse osmosis membrane.
7. according to claim 1 or 6 described a kind of methods of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution, it is characterized in that described reverse osmosis membrane is a coiled reverse osmosis membrane.
8. a kind of method of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution according to claim 1 is characterized in that described ultra-filtration membrane material is polymeric amide, aromatic polyamides, polysulfones, polyvinylidene difluoride (PVDF), polypropylene or cellulose acetate organic polymer material; Described nanofiltration membrane material is polymeric amide, aromatic polyamides, polysulfones/aromatic polyamides composite membrane; Described reverse osmosis membrane material is polymeric amide, aromatic polyamides.
9. according to claim 1 or 8 described a kind of methods of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution, it is characterized in that described ultra-filtration membrane material is polymeric amide, aromatic polyamides.
10. according to claim 1 or 8 described a kind of methods of utilizing glyphosate in the membrane technique separating and concentrating glyphosate mother solution, it is characterized in that described nanofiltration membrane, reverse osmosis membrane material are polymeric amide, aromatic polyamides.
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| CNB2006100502431A CN100371338C (en) | 2006-04-07 | 2006-04-07 | Process for separation and purification of glyphosate from glyphosate solution by membrane technology |
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| CNB2006100502431A CN100371338C (en) | 2006-04-07 | 2006-04-07 | Process for separation and purification of glyphosate from glyphosate solution by membrane technology |
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| CN100371338C true CN100371338C (en) | 2008-02-27 |
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| CN101195639B (en) * | 2007-08-02 | 2011-11-16 | 莫一平 | Method for processing mother solution of glyphosate |
| CN101525351B (en) * | 2009-04-01 | 2013-03-27 | 杭州天创环境科技股份有限公司 | Treatment process of glyphosate mother liquor |
| CN101597306B (en) * | 2009-06-23 | 2011-08-17 | 武汉大学 | Method for nanofiltration separation and comprehensive utilization of glyphosate mother liquor |
| CN101648972B (en) * | 2009-09-08 | 2012-11-21 | 浙江新安化工集团股份有限公司 | Method for recycling glyphosate from glyphosate mother liquid |
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| CN101659673B (en) * | 2009-09-24 | 2012-05-30 | 南京工业大学 | Processing technology for recovering and utilizing mother solution of glyphosate as resource |
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| CN102161677B (en) * | 2010-02-18 | 2015-07-22 | 浙江新安化工集团股份有限公司 | Membrane process technology for extracting glyphosate from glyphosate mother liquor |
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