CN105175249A - Preparation method of 2,4-D dimethyl amine salt solid - Google Patents
Preparation method of 2,4-D dimethyl amine salt solid Download PDFInfo
- Publication number
- CN105175249A CN105175249A CN201510512501.2A CN201510512501A CN105175249A CN 105175249 A CN105175249 A CN 105175249A CN 201510512501 A CN201510512501 A CN 201510512501A CN 105175249 A CN105175249 A CN 105175249A
- Authority
- CN
- China
- Prior art keywords
- dimethylamine
- solution
- preparation
- salt solid
- precipitation
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of 2,4-D dimethyl amine salt solid. The preparation method comprises the following steps: reacting dimethyl amine with 2,4-D original drug in water for 60 to 90 minutes at a reaction temperature of 60 to 70 DEG C to obtain a water solution of 2,4-D dimethyl amine; subjecting the obtained solution to vacuum desolvation under a pressure of -0.095 to 0.1 MPa; mixing the desolvated solution with a polar organic solvent, then carrying out vacuum desolvation under a pressure of -0.095 to 0.1 MPa, mixing the desolvated solution with a non-polar organic solvent, then carrying out vacuum desolvation under a pressure of -0.095 to 0.1 MPa to obtain 2,4-D dimethyl amine salt solid. The provided preparation is very simple, and in one step, the mother liquid is completely converted into precipitated crystals. The precipitated crystals do not need to be filtered or dried. The production is continuous, and the production efficiency is greatly improved. The organic solvent can be repeatedly recovered and used, and thus the environment pollution is reduced. The obtain product purity is high. The product can be used to prepare 2,4-D dimethyl amine salt aqueous solutions with various concentrations and is very convenient, and the package, storage and transportation costs are reduced.
Description
Technical field
The present invention relates to weedicide processing technique field, particularly one prepares the method for 2,4-D dimethylamine salt solid.
Background technology
2,4 dichlorophenoxyacetic acid (2,4-D), when more than 500ppm high density be used for cauline leaf process, can the crop Tanakas such as wheat, rice, corn, sugarcane prevent and kill off the broadleaf weeds such as lamb's-quarters, amaranth and the budding period gramineous weeds.2,4-D has interior absorption, can enter in plant materials from root, stem, leaf, and interference plant materials internal hormone balance, destroys nucleic acid and protein metabolism, makes the distortion of weeds cauline leaf, stem foot is thicker, swollen splits.Be one of world's major herbicides kind because its consumption is few, cost is low always.Sterling is white crystals, and in water, solubleness is very little, is usually made into very easily water-soluble sodium salt, amine salt and ester class in practical application, and wherein 2,4-D dimethylamine salts are one of best, most widely used kinds of effect in 2,4-D soluble salt.
Current 2,4-D dimethylamine salt formulations, mainly based on aqua, because aqua comprises a large amount of water, thus bring many-sided inconvenience such as packaging, transport and storage.Along with development and the demand in market, preparation high content of solid formulation technologies demand is more and more urgent.Chinese patent CN10152588A discloses a kind of preparation method of 2,4-D dimethylamine salt bulk drug, and 2, the 4-D dimethylamine salts that in this preparation method, suction filtration obtains are wet product, need again to dry preparation 2,4-D dimethylamine salt bulk drug.In preparation process, there is remaining saturated solution to need process always, finished product can not be converted into by disposable for raw materials, decrease the output capacity of finished product, reduce production efficiency.
Summary of the invention
For shortcoming of the prior art, the invention provides a kind of 2, the preparation method of 4-D dimethylamine salt solid, the method is based on adding dimethylamine agueous solution and 2 in reaction vessel, the former medicine of 4-D, reacted solution carries out decompression precipitation, adds polar solvent, non-polar solvent and to reduce pressure precipitation again, Tuo Bi get 2,4-D dimethylamine salt dry product.
The concrete technical scheme of the present invention is as follows:
The present invention prepares the method for 2,4-D dimethylamine salt solid, comprises the steps:
(1) dimethylamine and the former medicine of 2,4-D are reacted in water, obtain 2,4-D dimethylamine agueous solution;
Be specially: in reaction vessel, add dimethylamine agueous solution and the former medicine of 2,4-D, wherein the mol ratio of dimethylamine and the former medicine of 2,4-D is 1.1-1.3: 1, be preferably 1.18: 1; Control temperature of reaction is 60-70 DEG C, and reaction 60-90min, obtains 2,4-D dimethylamine agueous solution;
(2) solution that step (1) obtains is carried out decompression precipitation under-0.095 to 0.1MPa, control temperature is 70-90 DEG C, evaporates unreacted dimethylamine and moisture content, obtains 2,4-D dimethylamine salt solution of viscous pasty state;
(3) add polar organic solvent mixing in the solution after step (2) precipitation, reduce pressure precipitation under-0.095 to 0.1MPa, and precipitation temperature is 50 DEG C, makes 2,4-D dimethylamine salt solution crystallization; Solution quality after wherein said polar organic solvent and described step (2) precipitation is than 1: 4-6;
(4) add non-polar organic solvent mixing in the solution after step (3) precipitation, reduce pressure precipitation under-0.095 to 0.1MPa, and precipitation temperature is 50 DEG C, further removing 2, excessive moisture in 4-D dimethylamine salt crystal, obtains 2,4-D dimethylamine salt solid dry product; Wherein, the solution quality after described non-polar organic solvent and described step (3) precipitation is than 1: 3-5.
Preferably, directly by dimethylamine agueous solution and the former medicine hybrid reaction of 2,4-D, 40% dimethylamine agueous solution and the former medicine hybrid reaction of 2,4-D can be more preferably in step of the present invention (1).
Decompression precipitation of the present invention carries out in Rotary Evaporators, depending on the speed of rotation of the response situation adjustment Rotary drying instrument of solution.Along with diformazan is by the evaporation with moisture content in step (2), in Rotary drying instrument, the viscosity of solution increases.Therefore, in the decompression desolvation process in step (2), control speed of rotation is 80-120 rev/min, is preferably 90-110 rev/min.In step (3) and (4), add in organic solvent mixing decompression desolvation process, control speed of rotation is 50-70 rev/min, is preferably 55-65 rev/min.
Vacuum pump and refrigeration cycle device is connected with in Rotary drying instrument of the present invention.Vacuum pump is for providing the reaction system of negative pressure, and refrigeration cycle device is used for the solvent condenses of deviating to reclaim, and may be used for recycling.When in step (2)-(4), solution carries out decompression precipitation, reaction system vacuum tightness must control-0.095 to 0.1MPa, otherwise the moisture content of solution can not be evaporated completely, causes crystallization not generate.The temperature of liquid circulation device is adjusted to-15 DEG C to-20 DEG C has the abundant cooling utilizing solvent to reclaim.
In the present invention, described polar organic solvent is the mixture of one or more arbitrary proportions in anhydrous methanol, dehydrated alcohol and acetone.Adding polar organic solvent object is make 2,4-D dimethylamine salt solution crystallization.Described non-polar organic solvent is the mixture of one or more arbitrary proportions in the sherwood oil of 60-90 DEG C of boiling range, pentane, normal hexane and trichloromethane.The object adding non-polar organic solvent is removed by excessive moisture in 2, the 4-D dimethylamine salt crystal separated out.
As the preferred technical scheme of one, after 2, the 4-D dimethylamine agueous solution impurity screenings that described step (1) obtains, then carry out the decompression precipitation of step (2).Preferably 2,4-D dimethylamine agueous solutions carry out the filtration of impurity by 45um filter bag.Further, 2, the 4-D dimethylamine agueous solutions that described step (1) obtains first are lowered the temperature before filtration, are preferably down to normal temperature.
As the preferred technical scheme of one, in order to avoid 2,4-D dimethylamine salt solids and the ingress of air moisture absorption of preparation, after step (4) decompression precipitation, be filled with rare gas element until pressure becomes normal pressure.Rare gas element can be argon gas or nitrogen, is preferably nitrogen in the present invention.
The present invention to the mother liquor after concentrated without the need to adding 2,4-D dimethylamine salt solid can make crystal separate out completely, need again to process without remaining saturated solution, mother liquor all can be converted into crystal and separate out by a step, and the crystal of precipitation is without the need to refiltering oven dry, decrease the middle-chain generating solid articles, shorten cycle finished product production time, and this technique can be produced by continuous charging, the rate of recovery can reach more than 98%, product purity also can reach more than 98%, greatly improves production efficiency.The preparation method of the present invention 2,4-D dimethylamine salt solid is simple, and the organic solvent after using can be recycled repeatedly, reduce environmental pollution, the product purity obtained and yield high, be applicable to prepare 2 of various concentration, 4-D amine salt aqua, easy to use, reduce packaging and carrying cost.
Embodiment
Below in conjunction with the embodiment in the present invention, be clearly and completely described the technical scheme in the embodiment of the present invention, obviously, described embodiment is only the present invention's part embodiment, instead of whole embodiments.Based on the embodiment in the present invention, those of ordinary skill in the art, not making the every other embodiment obtained under creative work prerequisite, belong to the scope of protection of the invention.
Embodiment 1
In reaction vessel, add the former medicine 625g of 4-D of 40% dimethylamine agueous solution 369g and 96%, controlling temperature of reaction is 60 DEG C, abundant stirring reaction 90min.Impurity is removed by 45 μm of sock filtration by being down to the solution after normal temperature, then sucked to have connected in the Rotary Evaporators of vacuum pump (vacuum tightness-0.095MPa is to 0.1MPa), liquid circulation device (temperature is adjusted to-18 DEG C) by the solution of filtration and carry out decompression precipitation in 80 DEG C, speed of rotation is 100 revs/min.When liquid circulator temperature indicator to be cooled is-5 to-6 DEG C, dimethylamine and moisture content evaporate substantially, cool the temperature to 50 DEG C, and adjustment rotating speed is 60 revs/min.In Rotary drying instrument, add anhydrous methanol 200g, proceed the precipitation that reduces pressure.When liquid circulation actuator temperature indicator is-5 to-6 DEG C, precipitation completes, cool the temperature to normal temperature, add 170g sherwood oil (boiling range 60-90 DEG C), keep Rotary drying instrument rotating speed 60 revs/min, temperature is risen to 50 DEG C, decompression precipitation, liquid circulation actuator temperature indicator for being filled with nitrogen after precipitation when-5 to-6 DEG C in reaction system, until pressure becomes normal pressure, obtain dry product 2,4-D dimethylamine salt solid.96% 2,4D former powder 625g can produce 2,4D dimethylamine salt 722g, actual recovered 712g, the rate of recovery 98.6% in theory, and 2, the 4D dimethylamine salt purity prepared after testing are 99.2%.
Embodiment 2
In reaction vessel, add the former medicine 730g of 40% dimethylamine agueous solution 428g and 96%2,4-D, controlling temperature of reaction is 70 DEG C, abundant stirring reaction 60min.Impurity is removed by 45 μm of sock filtration by being down to the solution after normal temperature, then sucked to have connected in the Rotary drying instrument of vacuum pump (vacuum tightness-0.095MPa is to 0.1MPa), liquid circulation device (temperature is adjusted to-20 DEG C) by the solution of filtration and carry out decompression precipitation in 70 DEG C, speed of rotation is 110 revs/min.When liquid circulator temperature indicator to be cooled is-5 to-6 DEG C, dimethylamine and moisture content evaporate substantially, cool the temperature to 50 DEG C, and adjustment rotating speed is 50 revs/min.In Rotary drying instrument, add dehydrated alcohol 230g, proceed the precipitation that reduces pressure.When liquid circulation actuator temperature indicator is-5 to-6 DEG C, precipitation completes, cool the temperature to normal temperature, add 190g normal hexane, keep Rotary drying instrument rotating speed 60 revs/min, temperature is risen to 50 DEG C, decompression precipitation, Tuo Bi get dry product 2,4-D dimethylamine salt solid when liquid circulation actuator temperature indicator is-5 to-6 DEG C.96%2,4D former powder 730g can produce 2,4D dimethylamine salt 843g, actual recovered 827g, the rate of recovery 98.1% in theory, and 2, the 4D dimethylamine salt purity prepared after testing are 98.6%.
Embodiment 3
In reaction vessel, add the former medicine 654g of 40% dimethylamine agueous solution 383g and 96%2,4-D, controlling temperature of reaction is 65 DEG C, abundant stirring reaction 75min.Sucked to have connected in the Rotary Evaporators of vacuum pump (vacuum tightness-0.095MPa is to 0.1MPa), liquid circulation device (temperature is adjusted to-15 DEG C) by obtained solution and carry out decompression precipitation in 90 DEG C, speed of rotation is 90 revs/min.When liquid circulator temperature indicator to be cooled is-5 to-6 DEG C, dimethylamine and moisture content evaporate substantially, cool the temperature to 50 DEG C, and adjustment rotating speed is 60 revs/min.In Rotary drying instrument, add acetone 210g, proceed the precipitation that reduces pressure.When liquid circulation actuator temperature indicator is-5 to-6 DEG C, after precipitation completes, cool the temperature to normal temperature, add 170g pentane, keep Rotary drying instrument rotating speed 60 revs/min, temperature is risen to 50 DEG C, decompression precipitation, when liquid circulation actuator temperature indicator is-5 to-6 DEG C, Tuo Bi get dry product 2,4-D dimethylamine salt solid. 96%2,4D former powder 654g can produce 2,4D dimethylamine salt 755g in theory, actual recovered 742g, the rate of recovery 98.3%, 2, the 4D dimethylamine salt purity prepared after testing are 98.8%.Above-mentioned embodiment is intended to illustrate that the present invention can be professional and technical personnel in the field and realizes or use; modifying to above-mentioned embodiment will be apparent for those skilled in the art; therefore the present invention includes but be not limited to above-mentioned embodiment; any these claims or specification sheets of meeting describes; meet and principle disclosed herein and novelty, the method for inventive features, technique, product, all fall within protection scope of the present invention.
Claims (9)
1. prepare the method for 2,4-D dimethylamine salt solid for one kind, it is characterized in that, comprise the steps:
(1) dimethylamine and the former medicine of 2,4-D are reacted in water, temperature of reaction is 60-70 DEG C, and the time is 60-90min, obtains 2,4-D dimethylamine agueous solution;
(2) solution that described step (1) obtains is carried out decompression precipitation under-0.095 to 0.1MPa;
(3) mixed with polar organic solvent by the solution after step (2) precipitation, reduce pressure precipitation under-0.095 to 0.1MPa;
(4) mixed with non-polar organic solvent by the solution after step (3) precipitation, reduce pressure precipitation under-0.095 to 0.1MPa, obtains 2,4-D dimethylamine salt solid.
2. the method for preparation 2,4-D dimethylamine salt solid according to claim 1, is characterized in that, in step (1), the mol ratio of described dimethylamine and described 2,4-D former medicines is 1.1-1.3: 1.
3. the method for preparation 2,4-D dimethylamine salt solid according to claim 1, is characterized in that, the solution quality after described polar organic solvent and described step (2) precipitation is than 1: 4-6.
4. the method for preparation 2, the 4-D dimethylamine salt solid according to claim 1 or 3, is characterized in that, described polar organic solvent is the mixture of one or more arbitrary proportions in anhydrous methanol, dehydrated alcohol and acetone.
5. the method for preparation 2,4-D dimethylamine salt solid according to claim 1, is characterized in that, the solution quality after described non-polar organic solvent and described step (3) precipitation is than 1: 3-5.
6. prepare 2 according to claim 1 or 5, the method of 4-D dimethylamine salt solid, it is characterized in that, described non-polar organic solvent is the mixture of one or more arbitrary proportions in the sherwood oil of 60-90 DEG C of boiling range, pentane, normal hexane and trichloromethane.
7. the method for preparation 2,4-D dimethylamine salt solid according to claim 1, is characterized in that, described step (2) is front also to be comprised:
2, the 4-D dimethylamine agueous solutions described step (1) obtained filter.
8. the method for preparation 2,4-D dimethylamine salt solid according to claim 8, it is characterized in that, described filtration is specially:
By 2,4-D dimethylamine agueous solution by 45um filter bag.
9. preparation 2 according to claim 1, the method of 4-D dimethylamine salt solid, it is characterized in that, also comprise after described step (4) decompression precipitation: in the system after described step (4) decompression precipitation, be filled with rare gas element until pressure becomes normal pressure.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510512501.2A CN105175249B (en) | 2015-08-20 | 2015-08-20 | A kind of method for preparing 2,4 D dimethylamine salt solids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510512501.2A CN105175249B (en) | 2015-08-20 | 2015-08-20 | A kind of method for preparing 2,4 D dimethylamine salt solids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105175249A true CN105175249A (en) | 2015-12-23 |
| CN105175249B CN105175249B (en) | 2017-07-21 |
Family
ID=54897777
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510512501.2A Active CN105175249B (en) | 2015-08-20 | 2015-08-20 | A kind of method for preparing 2,4 D dimethylamine salt solids |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105175249B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111548264A (en) * | 2020-04-10 | 2020-08-18 | 岳晟 | Herbicide dimethylamine salt and preparation method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5266553A (en) * | 1991-10-21 | 1993-11-30 | Riverdale Chemical Company | Method of manufacturing a dry water-soluble herbicidal salt composition |
| CN101525288A (en) * | 2009-04-21 | 2009-09-09 | 山东潍坊润丰化工有限公司 | Preparation method of 2, 4-D dimethylamine salt material drug |
| CN103626654A (en) * | 2013-12-18 | 2014-03-12 | 山东潍坊润丰化工股份有限公司 | Method for preparing 2,4-D dimethylamine salt raw pesticide |
| CN104447289A (en) * | 2013-09-23 | 2015-03-25 | 山东潍坊润丰化工股份有限公司 | Preparation method of 2, 4-D dimethylamine salt and water-soluble granules thereof |
-
2015
- 2015-08-20 CN CN201510512501.2A patent/CN105175249B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5266553A (en) * | 1991-10-21 | 1993-11-30 | Riverdale Chemical Company | Method of manufacturing a dry water-soluble herbicidal salt composition |
| CN101525288A (en) * | 2009-04-21 | 2009-09-09 | 山东潍坊润丰化工有限公司 | Preparation method of 2, 4-D dimethylamine salt material drug |
| CN104447289A (en) * | 2013-09-23 | 2015-03-25 | 山东潍坊润丰化工股份有限公司 | Preparation method of 2, 4-D dimethylamine salt and water-soluble granules thereof |
| CN103626654A (en) * | 2013-12-18 | 2014-03-12 | 山东潍坊润丰化工股份有限公司 | Method for preparing 2,4-D dimethylamine salt raw pesticide |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111548264A (en) * | 2020-04-10 | 2020-08-18 | 岳晟 | Herbicide dimethylamine salt and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105175249B (en) | 2017-07-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TWI711626B (en) | New specific crystal form of dapagliflozin and preparation method thereof | |
| JP5856290B2 (en) | Acerola cherry powder and method for producing the same | |
| CN102850411A (en) | Preparation method of D-glucosamine sulfate potassium chloride salt | |
| CN105175249A (en) | Preparation method of 2,4-D dimethyl amine salt solid | |
| CN110922372A (en) | Amino acid eutectic compound of dapagliflozin and preparation method thereof | |
| CN110835309B (en) | Crystallization method of DL-panthenol | |
| CN103724379B (en) | The method of raffinose is extracted from cotton dregs dephenolizing solution | |
| CN103145645B (en) | The preparation technology of methyl mercapto thiadiazoles | |
| CN105949111B (en) | A kind of preparation process of high-purity high light transmission L-Trp | |
| CN102139861B (en) | Method for producing anhydrous lithium perchlorate | |
| CN103508471A (en) | Method for refining anhydrous lithium bromide | |
| JP2004175669A (en) | Method for producing purine derivative nucleotide disodium crystal and method for removing methanol | |
| JP2021522332A (en) | Teneligliptin hydrobromide amorphous and its preparation method | |
| CN106279269A (en) | A kind of method preparing glufosinate-ammonium potassium salt | |
| CN115558004A (en) | Process for efficiently extracting glucosamine from mother liquor | |
| CN111646969A (en) | Preparation method of large-particle vitamin E succinate crystal | |
| CN103172696A (en) | Preparation method of perindopril arginine salt of gamma-crystal form | |
| CN104447289A (en) | Preparation method of 2, 4-D dimethylamine salt and water-soluble granules thereof | |
| CN103626654B (en) | One prepares the method for 2,4-D dimethylamine salt raw pesticide | |
| CN107792866B (en) | A kind of method for producing potassium sulfate and aluminum chloride by metathesis of potassium alum mixed solvent | |
| CN107058425A (en) | A kind of glucose and its production technology | |
| CN104529831A (en) | Preparation method of urea peroxide with high active oxygen content, high stability and high anti-moisture ability | |
| CN107986959A (en) | The preparation method and preparation system of ammonium adipate | |
| CN110437279B (en) | Preparation method of ammonium glyphosate technical | |
| CN205347285U (en) | First dimension salt preparation system |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant |