CN105753901A - Technology for recovering chloromethane washing wastewater in glyphosate production - Google Patents
Technology for recovering chloromethane washing wastewater in glyphosate production Download PDFInfo
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- CN105753901A CN105753901A CN201610168438.XA CN201610168438A CN105753901A CN 105753901 A CN105753901 A CN 105753901A CN 201610168438 A CN201610168438 A CN 201610168438A CN 105753901 A CN105753901 A CN 105753901A
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- Prior art keywords
- washing
- gas
- chloromethanes
- water
- cooled
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 238000005406 washing Methods 0.000 title claims abstract description 52
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 31
- 239000005562 Glyphosate Substances 0.000 title claims abstract description 23
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 229940097068 glyphosate Drugs 0.000 title claims abstract description 23
- 238000005516 engineering process Methods 0.000 title claims abstract description 16
- 239000002351 wastewater Substances 0.000 title abstract description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 72
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 44
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000004821 distillation Methods 0.000 claims abstract description 16
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000010521 absorption reaction Methods 0.000 claims abstract description 12
- 229930040373 Paraformaldehyde Natural products 0.000 claims abstract description 9
- CZHYKKAKFWLGJO-UHFFFAOYSA-N dimethyl phosphite Chemical compound COP([O-])OC CZHYKKAKFWLGJO-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229920002866 paraformaldehyde Polymers 0.000 claims abstract description 9
- 238000006482 condensation reaction Methods 0.000 claims abstract description 8
- 238000000034 method Methods 0.000 claims description 22
- 238000004064 recycling Methods 0.000 claims description 22
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 21
- 230000000694 effects Effects 0.000 claims description 15
- 238000001704 evaporation Methods 0.000 claims description 14
- 230000008020 evaporation Effects 0.000 claims description 14
- 238000004321 preservation Methods 0.000 claims description 14
- 238000010438 heat treatment Methods 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- 230000008901 benefit Effects 0.000 description 10
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 10
- 239000000463 material Substances 0.000 description 9
- 239000002994 raw material Substances 0.000 description 9
- 239000002699 waste material Substances 0.000 description 9
- 238000004140 cleaning Methods 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- 230000003247 decreasing effect Effects 0.000 description 4
- 238000002955 isolation Methods 0.000 description 4
- 230000004044 response Effects 0.000 description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000004471 Glycine Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000003541 multi-stage reaction Methods 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
- C07F9/3813—N-Phosphonomethylglycine; Salts or complexes thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a technology for recovering chloromethane washing wastewater in glyphosate production. The technology comprises the following steps: paraformaldehyde and dimethyl phosphite are subjected to a condensation reaction under the actions of methyl alcohol and trimethylamine; glyphosphonic acid is generated under the action of hydrochloric acid, and a large amount of tail gas containing chloromethane is produced; the tail gas is washed through a water scrubber, and gas after washing is processed through a carbon tetrachloride absorption tower; wastewater after washing is transferred into a distillation tower, the temperature is increased to 58 DEG C, and evaporated gas is collected and cooled to 20 DEG C for storage; the distillation tower is heated to 75 DEG C, and evaporated gas is collected and cooled to 15 DEG C for storage. With adoption of the technology, the chloromethane washing wastewater is subjected to recovery treatment, so that consumption of methyl alcohol in production can be reduced, and the production cost can be saved.
Description
Technical field
The present invention relates to fine chemistry industry production field, be specifically related to chloromethanes washing water recycling technique in a kind of glyphosate production.
Background technology
Glyphosate is About Monsanto Chemicals in commercial herbicide in 1974, because of it efficiently, low toxicity, low-residual, broad spectrum activity, superior function that being compatible with the environment property is good, glyphosate has become most popular herbicide in the world at present.The glyphosate production of China started to walk the eighties in last century, mostly adopted the alkyl esterification method synthesis technique being primary raw material with glycine, dimethylphosphite, paraformaldehyde.This method process stabilizing, yield are higher, therefore development is very rapid.This method includes synthesis, hydrolysis, crystallization multistep reaction process.Due to the restriction by factors such as equipment materials, mostly adopting batch process, seriously constrain amplification and the optimization of process units, the such as production efficiency that batch (-type) crystallization processes exists is low, labor strength is high, the problem such as investment of production equipment height, the big factor of floor space.
In glyphosate production process, the water that chloromethanes washing step produces, containing a small amount of methanol and dimethoxym ethane, enter waste water and not only increase pressure to Waste Water Treatment, and consider it is also waste resource from economic factor, therefore company organization related personnel launches R&D work, methanol therein and dimethoxym ethane is recycled as far as possible.
Summary of the invention
For above problems of the prior art, the invention provides chloromethanes washing water recycling technique in a kind of glyphosate production, reduce the consumption of methanol in producing.
The present invention is achieved by the following technical solutions:
Chloromethanes washing water recycling technique in a kind of glyphosate production, its preparation technology is as follows:
1) by paraformaldehyde methanol, triethylamine effect under with dimethylphosphite condensation reaction；
2) step 1 is generated under the effect of hydrochloric acid glyphosate, and produce a large amount of tail gas containing chloromethanes；
3) tail gas in step 2 is washed by water scrubber, then by the gas after washing by carbon tetrachloride absorption tower；
4) water after the washing in step 3 is transferred in distillation column, by heating temperatures to 45-58 DEG C, collects the gas after evaporation, and gas is cooled to 15-20 DEG C of preservation；
5) distillation column in step 4 is heated to 68-75 DEG C, collect the gas after evaporation and be cooled to 10-15 DEG C of preservation.
Further, its preparation technology is as follows:
1) by paraformaldehyde methanol, triethylamine effect under with dimethylphosphite condensation reaction；
2) step 1 is generated under the effect of hydrochloric acid glyphosate, and produce a large amount of tail gas containing chloromethanes；
3) tail gas in step 2 is washed by water scrubber, then by the gas after washing by carbon tetrachloride absorption tower；
4) water after the washing in step 3 is transferred in distillation column, by heating temperatures to 55 DEG C, collects the gas after evaporation, and gas is cooled to 15 DEG C of preservations；
5) distillation column in step 4 is heated to 70 DEG C, collect the gas after evaporation and be cooled to 10 DEG C of preservations.
Further, in described step 3, in water scrubber, the temperature of washing is 10-15 DEG C.
The invention have the benefit that the present invention adopts above-mentioned production technology, have employed the process of chloromethanes washing water recycling, it is possible to reduce the consumption of methanol in producing, save production cost；Accomplish that cleaning produces, decreased three waste discharge；The water that chloromethanes washing step produces is recycled, containing a small amount of methanol and dimethoxym ethane in washing water；After recycling, and methanol therein and dimethoxym ethane are put forward；Washing step has been readjusted, it is possible to meet the condition of recycling, therefore also improves the efficiency of washing simultaneously；Decrease three waste discharge, reached cleaning and produced, the purpose recycled；Production cost, economic benefit and social benefit are saved very notable；Utilize advanced tower isolation technics, improve the raw-material response rate；Make full use of the characteristic of material, strengthen water absorption；Reduce the discharge of material, reduce raw-material consumption.
Detailed description of the invention
In order to make the purpose of the present invention, technical scheme and advantage clearly understand, below in conjunction with embodiment, the present invention is further elaborated.Should be appreciated that specific embodiment described herein is only in order to explain the present invention, is not intended to limit the present invention.
Embodiment 1
Chloromethanes washing water recycling technique in a kind of glyphosate production, its preparation technology is as follows:
First by paraformaldehyde methanol, triethylamine effect under with dimethylphosphite condensation reaction；
Again by the aforementioned glyphosate that generates under the effect of hydrochloric acid, and produce a large amount of tail gas containing chloromethanes；
Again the tail gas in aforementioned is washed by water scrubber, then by the gas after washing by carbon tetrachloride absorption tower；
Again the water after the washing in aforementioned is transferred in distillation column, by heating temperatures to 45 DEG C, collects the gas after evaporation, and gas is cooled to 15 DEG C of preservations；
Again the distillation column in above-mentioned is heated to 68 DEG C, collect the gas after evaporation and be cooled to 10 DEG C of preservations.
The present invention adopts above-mentioned production technology, have employed the process of chloromethanes washing water recycling, it is possible to reduces the consumption of methanol in producing, saves production cost；Accomplish that cleaning produces, decreased three waste discharge；The water that chloromethanes washing step produces is recycled, containing a small amount of methanol and dimethoxym ethane in washing water；After recycling, and methanol therein and dimethoxym ethane are put forward；Washing step has been readjusted, it is possible to meet the condition of recycling, therefore also improves the efficiency of washing simultaneously；Decrease three waste discharge, reached cleaning and produced, the purpose recycled；Production cost, economic benefit and social benefit are saved very notable；Utilize advanced tower isolation technics, improve the raw-material response rate；Make full use of the characteristic of material, strengthen water absorption；Reduce the discharge of material, reduce raw-material consumption.
Embodiment 2
Chloromethanes washing water recycling technique in a kind of glyphosate production, its preparation technology is as follows:
First by paraformaldehyde methanol, triethylamine effect under with dimethylphosphite condensation reaction；
Again by the aforementioned glyphosate that generates under the effect of hydrochloric acid, and produce a large amount of tail gas containing chloromethanes；
Again the tail gas in aforementioned is washed by water scrubber, then by the gas after washing by carbon tetrachloride absorption tower；
Again the water after the washing in aforementioned is transferred in distillation column, by heating temperatures to 45 DEG C, collects the gas after evaporation, and gas is cooled to 15 DEG C of preservations；
Again the distillation column in above-mentioned is heated to 68 DEG C, collect the gas after evaporation and be cooled to 10 DEG C of preservations.
The present invention adopts above-mentioned production technology, have employed the process of chloromethanes washing water recycling, it is possible to reduces the consumption of methanol in producing, saves production cost；Accomplish that cleaning produces, decreased three waste discharge；The water that chloromethanes washing step produces is recycled, containing a small amount of methanol and dimethoxym ethane in washing water；After recycling, and methanol therein and dimethoxym ethane are put forward；Washing step has been readjusted, it is possible to meet the condition of recycling, therefore also improves the efficiency of washing simultaneously；Decrease three waste discharge, reached cleaning and produced, the purpose recycled；Production cost, economic benefit and social benefit are saved very notable；Utilize advanced tower isolation technics, improve the raw-material response rate；Make full use of the characteristic of material, strengthen water absorption；Reduce the discharge of material, reduce raw-material consumption.
Embodiment 3
Chloromethanes washing water recycling technique in a kind of glyphosate production, its preparation technology is as follows:
First by paraformaldehyde methanol, triethylamine effect under with dimethylphosphite condensation reaction；
Again by the aforementioned glyphosate that generates under the effect of hydrochloric acid, and produce a large amount of tail gas containing chloromethanes；
Again the tail gas in aforementioned is washed by water scrubber, then by the gas after washing by carbon tetrachloride absorption tower；
Again the water after the washing in aforementioned is transferred in distillation column, by heating temperatures to 58 DEG C, collects the gas after evaporation, and gas is cooled to 20 DEG C of preservations；
Again the distillation column in above-mentioned is heated to 75 DEG C, collect the gas after evaporation and be cooled to 15 DEG C of preservations.
The present invention adopts above-mentioned production technology, have employed the process of chloromethanes washing water recycling, it is possible to reduces the consumption of methanol in producing, saves production cost；Accomplish that cleaning produces, decreased three waste discharge；The water that chloromethanes washing step produces is recycled, containing a small amount of methanol and dimethoxym ethane in washing water；After recycling, and methanol therein and dimethoxym ethane are put forward；Washing step has been readjusted, it is possible to meet the condition of recycling, therefore also improves the efficiency of washing simultaneously；Decrease three waste discharge, reached cleaning and produced, the purpose recycled；Production cost, economic benefit and social benefit are saved very notable；Utilize advanced tower isolation technics, improve the raw-material response rate；Make full use of the characteristic of material, strengthen water absorption；Reduce the discharge of material, reduce raw-material consumption.
The foregoing is only presently preferred embodiments of the present invention, not in order to limit the present invention, all any amendment, equivalent replacement and improvement etc. made within the spirit and principles in the present invention, should be included within protection scope of the present invention.
Claims (3)
1. chloromethanes washing water recycling technique in a glyphosate production, it is characterised in that: its preparation technology is as follows:
1) by paraformaldehyde methanol, triethylamine effect under with dimethylphosphite condensation reaction；
2) step 1 is generated under the effect of hydrochloric acid glyphosate, and produce a large amount of tail gas containing chloromethanes；
3) tail gas in step 2 is washed by water scrubber, then by the gas after washing by carbon tetrachloride absorption tower；
4) water after the washing in step 3 is transferred in distillation column, by heating temperatures to 45-58 DEG C, collects the gas after evaporation, and gas is cooled to 15-20 DEG C of preservation；
5) distillation column in step 4 is heated to 68-75 DEG C, collect the gas after evaporation and be cooled to 10-15 DEG C of preservation.
2. chloromethanes washing water recycling technique in a kind of glyphosate production according to claim 1, it is characterised in that: its preparation technology is as follows:
1) by paraformaldehyde methanol, triethylamine effect under with dimethylphosphite condensation reaction；
2) step 1 is generated under the effect of hydrochloric acid glyphosate, and produce a large amount of tail gas containing chloromethanes；
3) tail gas in step 2 is washed by water scrubber, then by the gas after washing by carbon tetrachloride absorption tower；
4) water after the washing in step 3 is transferred in distillation column, by heating temperatures to 55 DEG C, collects the gas after evaporation, and gas is cooled to 15 DEG C of preservations；
5) distillation column in step 4 is heated to 70 DEG C, collect the gas after evaporation and be cooled to 10 DEG C of preservations.
3. chloromethanes washing water recycling technique in a kind of glyphosate production according to claim 2, it is characterised in that: in described step 3, in water scrubber, the temperature of washing is 10-15 DEG C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610168438.XA CN105753901A (en) | 2016-03-19 | 2016-03-19 | Technology for recovering chloromethane washing wastewater in glyphosate production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610168438.XA CN105753901A (en) | 2016-03-19 | 2016-03-19 | Technology for recovering chloromethane washing wastewater in glyphosate production |
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| Publication Number | Publication Date |
|---|---|
| CN105753901A true CN105753901A (en) | 2016-07-13 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610168438.XA Pending CN105753901A (en) | 2016-03-19 | 2016-03-19 | Technology for recovering chloromethane washing wastewater in glyphosate production |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108586190A (en) * | 2018-07-31 | 2018-09-28 | 山东海昆化工技术有限公司 | A method of recycling chloromethanes from chloromethanes exhaust gas |
| CN110698320A (en) * | 2019-11-05 | 2020-01-17 | 山东潍坊润丰化工股份有限公司 | Continuous recovery device and continuous recovery process for glyphosate hydrolyzed gas phase |
| CN110776395A (en) * | 2019-11-05 | 2020-02-11 | 山东潍坊润丰化工股份有限公司 | Method for recovering byproduct methyl chloride of glyphosate/dimethyl phosphite |
| CN113772768A (en) * | 2021-09-16 | 2021-12-10 | 安徽东至广信农化有限公司 | Method and device for recycling chloromethane washing wastewater |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1446782A (en) * | 2002-07-23 | 2003-10-08 | 浙江新安化工集团股份有限公司 | Technique for cleanly recovering byproduct methyl chloride of glyphosate acid |
| CN1629111A (en) * | 2002-07-23 | 2005-06-22 | 浙江新安化工集团股份有限公司 | Clean reclaiming process for byproduct chloromethane of glyphosate acid |
| CN1629112A (en) * | 2002-07-23 | 2005-06-22 | 浙江新安化工集团股份有限公司 | Clean reclaiming process for byproduct chloromethane of glyphosate acid |
| CN101337861A (en) * | 2007-12-26 | 2009-01-07 | 浙江新安化工集团股份有限公司 | Method for purifying and recovering methyl chloride of glyphosate byproduct |
-
2016
- 2016-03-19 CN CN201610168438.XA patent/CN105753901A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1446782A (en) * | 2002-07-23 | 2003-10-08 | 浙江新安化工集团股份有限公司 | Technique for cleanly recovering byproduct methyl chloride of glyphosate acid |
| CN1629111A (en) * | 2002-07-23 | 2005-06-22 | 浙江新安化工集团股份有限公司 | Clean reclaiming process for byproduct chloromethane of glyphosate acid |
| CN1629112A (en) * | 2002-07-23 | 2005-06-22 | 浙江新安化工集团股份有限公司 | Clean reclaiming process for byproduct chloromethane of glyphosate acid |
| CN101337861A (en) * | 2007-12-26 | 2009-01-07 | 浙江新安化工集团股份有限公司 | Method for purifying and recovering methyl chloride of glyphosate byproduct |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108586190A (en) * | 2018-07-31 | 2018-09-28 | 山东海昆化工技术有限公司 | A method of recycling chloromethanes from chloromethanes exhaust gas |
| CN110698320A (en) * | 2019-11-05 | 2020-01-17 | 山东潍坊润丰化工股份有限公司 | Continuous recovery device and continuous recovery process for glyphosate hydrolyzed gas phase |
| CN110776395A (en) * | 2019-11-05 | 2020-02-11 | 山东潍坊润丰化工股份有限公司 | Method for recovering byproduct methyl chloride of glyphosate/dimethyl phosphite |
| CN110698320B (en) * | 2019-11-05 | 2022-04-12 | 山东潍坊润丰化工股份有限公司 | Continuous recovery device and continuous recovery process for glyphosate hydrolyzed gas phase |
| CN113772768A (en) * | 2021-09-16 | 2021-12-10 | 安徽东至广信农化有限公司 | Method and device for recycling chloromethane washing wastewater |
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