CN102746194A - Industrial production method for continuously preparing Dailon - Google Patents
Industrial production method for continuously preparing Dailon Download PDFInfo
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- CN102746194A CN102746194A CN2012102498934A CN201210249893A CN102746194A CN 102746194 A CN102746194 A CN 102746194A CN 2012102498934 A CN2012102498934 A CN 2012102498934A CN 201210249893 A CN201210249893 A CN 201210249893A CN 102746194 A CN102746194 A CN 102746194A
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Abstract
The invention relates to a production method of a pesticide product, particularly an industrial production method for continuously preparing Dailon. A multi-kettle-cascade reactor is adopted, the reaction raw materials isocyanate and dimethyl amine are continuously fed into the reaction kettle in the form of dilute solutions to react, and the product is discharged by overflow. The invention overcomes the defects of low productive capacity, low control stability and the like in the intermittent reaction apparatus, and has the characteristics of high yield and good product quality; and the reaction yield is higher than 97%, and the product content is higher than 98%.
Description
Technical field
The present invention relates to a kind of working method of pesticide species, specifically the serialization industrial process of pesticide herbicide Diuron Tech.
Background technology
Diuron Tech (English name Diuron) is a kind of phenyl ureagroup herbicides of du pont company exploitation.It is by 3,4-two chlorine isocyanates and n n dimetylaniline addition gained.Reaction equation is following:
Inhale conduction and certain action of contace poison in Diuron Tech has, be absorbed as the master with root system.After the weeds root system absorbs medicament, pass in the ground blade, and propagate towards periphery along vein; It can make the weeds that are injured begin to fade from blade tip and edge through suppressing the Hill reaction kill plants in the photosynthesis, and is withered to full leaf eventually; Can not make nutrient, hungry and dead.Diuron Tech is mainly used in dry crops such as cotton, soybean, corn, peanut, sugarcane, fruit tree, tea tree, rubber tree and prevents and kill off annual gramineous weed and some broadleaf weeds; Like lady's-grass, non-irrigated barnyard grass, Herba Setariae Viridis, knotweed, lamb's-quarters, nutgrass flatsedge, perennial weeds such as dog root, Rhizoma Cyperi etc. also there is good preventive effect.The maximum crop of Diuron Tech usage ratio is an asparagus, strawberry, oranges and tangerines and pineapple, and the maximum crop of usage quantity is citrus and cotton.Diuron Tech has obtained number of applications at home, and formulation has 25%, 50%, 80% wettable powder and 5%, 10% Diuron Tech pulvis.
Along with U.S. EPA allowed the Diuron Tech registration in 2008 again, this product has welcome new opportunity again.Follow the cultivated area of China cash crop constantly to enlarge, and the further investigation of novel form, Diuron Tech has had wide application prospect, also for China's foreign exchange earning new growth point is provided.
Disclose a kind of working method of still formula batch production Diuron Tech among the patent CN101709041A, shortcoming is that production capacity is little, and quality product receives the influence of operator's controlling quality bigger.
Summary of the invention
The object of the invention provides the working method that a kind of equipment is few, technology is reasonable, production safety is reliable, Diuron Tech is produced in the serialization of constant product quality.
The present invention includes following steps:
1) adding toluene respectively in the placed in-line multi-stage reacting kettle successively, simultaneously to the first order reaction still add mass percent concentration be 7～20% 3, the toluene solution of 4-dichlorophenyl isocyanate and mass percent concentration are 40% dimethylamine agueous solution;
2) temperature of reaction in control one-level, secondary and the third order reaction still is to react under 10～40 ℃ the condition, and the material pH value in the control first order reaction still is 8～11;
3) reaction begins to collect the material of third stage reaction kettle continuous overflow through after 3～8 hours, and the reaction product of extraction is centrifugal, washing, air stream drying get the Diuron Tech finished product.
The present invention is with 3; The 4-dichlorophenyl isocyanate is made into toluene solution, and n n dimetylaniline is made into the aqueous solution of n n dimetylaniline, the charging simultaneously of the toluene solution of isocyanic ester and dimethylamine agueous solution; Cascade reaction still temperature is staged, and process control is controlled both input speeds according to the pH value of reaction solution.
Because the toluene solution of isocyanic ester influence reaction is mobile, influences the solvability of toluene to reaction impurities simultaneously, so the toluene solution concentration of isocyanic ester of the present invention should select 7～20%.Though the concentration of aqueous solution of n n dimetylaniline is little to the reaction influence, and is low excessively like concentration, the increase that can bring wastewater flow rate.
Through above technology and control, the present invention has overcome defectives such as the rhythmic reaction equipment capacity is little, control instability, has the yield height, the characteristics of good product quality, and reaction yield is greater than 97%, and content is more than 98%.
In addition, first order reaction kettle according to the invention long-pending less than two, the third order reaction kettle is long-pending, two, the third order reaction kettle is long-pending equates, and two, the volume of third order reaction still is respectively long-pending 2～3 times of first order reaction kettle.The one-level still of smaller size smaller not only helps taking away fast a large amount of heats that reaction produces, and helps material and be in contact with one another accelerated reaction speed.
Because high density 3, the toluene solution of 4-dichlorophenyl isocyanate is unfavorable for the smooth and easy overflow of material, lower concentration 3, and the toluene solution of 4-dichlorophenyl isocyanate then reduces production capacity.So in the step 1) of the present invention 3, the mass percent concentration of the toluene solution of 4-dichlorophenyl isocyanate is preferably 10～13%.
One-level of the present invention, secondary, three grades of each temperature of reaction kettle are staged, that is: the temperature in first order reaction still, second order reaction still and third order reaction still is respectively under 15～20 ℃, 25～30 ℃, 27～32 condition and reacts.
Described in the step 1) 3, in the toluene solution of 4-dichlorophenyl isocyanate and the dimethylamine agueous solution 3, the molar ratio of 4-dichlorophenyl isocyanate and n n dimetylaniline is 1 ︰ 1.08～1.4.Concrete proportioning is controlled by pH value.
In order to guarantee 3,4-dichlorophenyl isocyanate and n n dimetylaniline can fully react, and make 3; The 4-dichlorophenyl isocyanate transforms fully, improves the yield level, after the material pH value in the first order reaction still is stable; Adjustment 3; The toluene solution of 4-dichlorophenyl isocyanate and the input speed of dimethylamine agueous solution were at least the residence time of material in the third stage reaction kettle 3 hours, and three grades of still total residence times are preferably 5～6 hours.
Preferred step 2) the material pH value in the first order reaction still is 9～10.
In addition, treat to open behind first order reaction still material to its riser the valve of first order reaction still to second order reaction still, make in material overflow to the second order reaction still; Treat to open behind second order reaction still material to its riser the valve of second order reaction still to third order reaction still, make material overflow to third order reaction still; Treat Open valve behind third order reaction still material to its riser, get the collection reaction mass.
Embodiment
Instance 1:
One, prepare:
With 3,4-two chlorine isocyanates with toluene be made into mass percentage concentration be 15% 3, the toluene solution of 4-two chlorine isocyanates, for use.
It is 40% dimethylamine agueous solution that n n dimetylaniline and water are made into mass percentage concentration, for use.
Successively the third order reaction still is connected through opening-closing valve, and connect the collection still through valve in the material overflow of third stage reaction kettle.Long-pending 500L, 1000L, the 1000L of being respectively of one, two, three reaction kettle body of serialization.
Two, production control:
In reaction kettles at different levels, add 300L toluene respectively, heat up, the temperature of reaction of control one, two, three reaction kettles is respectively 15～20 ℃, 25～30 ℃, 27～32 ℃.
In the first order reaction still, pump into 3 simultaneously, the toluene solution and the dimethylamine agueous solution of 4-two chlorine isocyanates, feed rate are respectively 218L/hr, 25 L/hr, and the pH value of measuring material in the first order reaction still in the process is 9～10.
Treat to open behind first order reaction still material to its riser the valve of first order reaction still to second order reaction still, make in material overflow to the second order reaction still; Treat to open behind second order reaction still material to its riser the valve of second order reaction still to third order reaction still, make material overflow to third order reaction still; Treat Open valve behind third order reaction still material to its riser, get the collection reaction mass.
Material begins rewinding metering in collecting still through one, two, three reaction kettle continuous extraction after 7 hours, and per 5 hours is one batch, the slurry of gathering is carried out respectively centrifugal, wash, dry the butt Diuron Tech.
Image data is seen table:
Instance 2:
The flow of dimethylamine agueous solution in the instance 1 is adjusted into 20 L/hr, and the pH value of material is 7 in the first order reaction still, and other is constant, and it is 88% that the Diuron Tech average yield is investigated in segmentation, content 91%.
Instance 3
With in the instance 13; The toluene solution concentration of 4-two chlorine isocyanates is adjusted into 25%, and flow unchanged (being 218 L/hr) is adjusted into 41 L/hr with the flow of dimethylamine agueous solution; The pH value of material is determined as 10 in the first order reaction still; Reaction process overflow difficulty is prone to stop up, and serialization can't normally be carried out.
Instance 4
The continuous reaction still only reacts with I and II two stills continuously; 3; The toluene solution of 4-two chlorine isocyanates is identical with instance 1 with the concentration of dimethylamine agueous solution, and flow is adjusted into 102L/hr and 12L/hr respectively, and the PH of material is determined as 10 in the first order reaction still; It is 92% that the Diuron Tech average yield is investigated in segmentation, content 98.3%.
Claims (8)
1. a serialization prepares the industrialized preparing process of Diuron Tech, it is characterized in that may further comprise the steps:
1) adding toluene respectively in the placed in-line multi-stage reacting kettle successively, simultaneously to the first order reaction still add mass percent concentration be 7～20% 3, the toluene solution of 4-dichlorophenyl isocyanate and mass percent concentration are 40% dimethylamine agueous solution;
2) temperature of reaction in control one-level, secondary and the third order reaction still is to react under 10～40 ℃ the condition, and the material pH value in the control first order reaction still is 8～11;
3) reaction begins to collect the material of third stage reaction kettle continuous overflow through after 3～8 hours, and the reaction product of extraction is centrifugal, washing, air stream drying get the Diuron Tech finished product.
2. said serialization prepares the industrialized preparing process of Diuron Tech according to claim 1; It is characterized in that: said first order reaction kettle long-pending less than two, the third order reaction kettle is long-pending; Two, the third order reaction kettle is long-pending equates, and two, the volume of third order reaction still is respectively long-pending 2～3 times of first order reaction kettle.
3. said serialization prepares the industrialized preparing process of Diuron Tech according to claim 1, it is characterized in that: in the step 1) 3, the mass percent concentration of the toluene solution of 4-dichlorophenyl isocyanate is 10～13%.
4. said serialization prepares the industrialized preparing process of Diuron Tech according to claim 1, it is characterized in that: the temperature in first order reaction still, second order reaction still and third order reaction still is respectively under 15～20 ℃, 25～30 ℃, 27～32 condition reacts.
5. said serialization prepares the industrialized preparing process of Diuron Tech according to claim 1; It is characterized in that: described in the step 1) 3; In the toluene solution of 4-dichlorophenyl isocyanate and the dimethylamine agueous solution 3, the molar ratio of 4-dichlorophenyl isocyanate and n n dimetylaniline is 1 ︰ 1.08～1.4.
6. said serialization prepares the industrialized preparing process of Diuron Tech according to claim 1; It is characterized in that: after the material pH value in the first order reaction still is stable; Adjustment 3; The toluene solution of 4-dichlorophenyl isocyanate and the input speed of dimethylamine agueous solution, three grades of still total residence times are 5～6 hours.
7. said serialization prepares the industrialized preparing process of Diuron Tech according to claim 1, it is characterized in that: the material pH value said step 2) in the first order reaction still is 9～10.
8. said serialization prepares the industrialized preparing process of Diuron Tech according to claim 1, it is characterized in that: treat to open behind first order reaction still material to its riser the valve of first order reaction still to second order reaction still, make in material overflow to the second order reaction still; Treat to open behind second order reaction still material to its riser the valve of second order reaction still to third order reaction still, make material overflow to third order reaction still; Treat Open valve behind third order reaction still material to its riser, collect reaction mass.
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| Application Number | Priority Date | Filing Date | Title |
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| CN2012102498934A CN102746194B (en) | 2012-07-19 | 2012-07-19 | Industrial production method for continuously preparing Dailon |
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| CN2012102498934A CN102746194B (en) | 2012-07-19 | 2012-07-19 | Industrial production method for continuously preparing Dailon |
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| CN102746194B CN102746194B (en) | 2013-10-09 |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103936620A (en) * | 2014-03-06 | 2014-07-23 | 江苏九九久科技股份有限公司 | 1-cyano-1,4,4-trichlorobutyryl chloride continuous production method |
| CN105294503A (en) * | 2015-10-20 | 2016-02-03 | 安徽广信农化股份有限公司 | Technology for purifying diuron |
| CN107129445A (en) * | 2017-06-07 | 2017-09-05 | 江苏蓝丰生物化工股份有限公司 | A kind of synthetic method of diuron |
| CN108863852A (en) * | 2018-05-29 | 2018-11-23 | 安徽广信农化股份有限公司 | A kind of addition method of new diuron |
| CN109757482A (en) * | 2017-11-09 | 2019-05-17 | 山东润博生物科技有限公司 | A kind of continuous preparation method of pesticide dimethylamine salt aqua |
| CN110938019A (en) * | 2019-12-10 | 2020-03-31 | 江苏快达农化股份有限公司 | Continuous synthesis method of isoproturon |
| CN111704592A (en) * | 2020-05-28 | 2020-09-25 | 山东潍坊润丰化工股份有限公司 | Production process for continuously preparing bentazon |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2655445A (en) * | 1949-12-06 | 1953-10-13 | Du Pont | 3-(halophenyl)-1-methyl-1-(methyl or ethyl) ureas and herbicidal compositions and methods employing same |
| WO1997006134A1 (en) * | 1995-08-04 | 1997-02-20 | Ucb, S.A. | Method for preparing n,n-dimethyl-n'-phenylureas |
| CN101709041A (en) * | 2009-11-13 | 2010-05-19 | 安徽广信集团铜陵化工有限公司 | Process for producing diuron |
-
2012
- 2012-07-19 CN CN2012102498934A patent/CN102746194B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2655445A (en) * | 1949-12-06 | 1953-10-13 | Du Pont | 3-(halophenyl)-1-methyl-1-(methyl or ethyl) ureas and herbicidal compositions and methods employing same |
| WO1997006134A1 (en) * | 1995-08-04 | 1997-02-20 | Ucb, S.A. | Method for preparing n,n-dimethyl-n'-phenylureas |
| CN101709041A (en) * | 2009-11-13 | 2010-05-19 | 安徽广信集团铜陵化工有限公司 | Process for producing diuron |
Non-Patent Citations (2)
| Title |
|---|
| 《农药》 20050531 许响生等 二(三氯甲基)碳酸酯"一锅法"合成1-芳基-3,3-二甲基脲除草剂 第210-211页 1-8 第44卷, 第5期 * |
| 许响生等: "二(三氯甲基)碳酸酯"一锅法"合成1-芳基-3,3-二甲基脲除草剂", 《农药》 * |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103936620A (en) * | 2014-03-06 | 2014-07-23 | 江苏九九久科技股份有限公司 | 1-cyano-1,4,4-trichlorobutyryl chloride continuous production method |
| CN105294503A (en) * | 2015-10-20 | 2016-02-03 | 安徽广信农化股份有限公司 | Technology for purifying diuron |
| CN105294503B (en) * | 2015-10-20 | 2017-09-12 | 安徽广信农化股份有限公司 | A kind of purifying technique of diuron |
| CN107129445A (en) * | 2017-06-07 | 2017-09-05 | 江苏蓝丰生物化工股份有限公司 | A kind of synthetic method of diuron |
| CN109757482A (en) * | 2017-11-09 | 2019-05-17 | 山东润博生物科技有限公司 | A kind of continuous preparation method of pesticide dimethylamine salt aqua |
| CN108863852A (en) * | 2018-05-29 | 2018-11-23 | 安徽广信农化股份有限公司 | A kind of addition method of new diuron |
| CN108863852B (en) * | 2018-05-29 | 2021-03-19 | 安徽广信农化股份有限公司 | Addition method of diuron |
| CN110938019A (en) * | 2019-12-10 | 2020-03-31 | 江苏快达农化股份有限公司 | Continuous synthesis method of isoproturon |
| CN110938019B (en) * | 2019-12-10 | 2022-06-24 | 江苏快达农化股份有限公司 | Continuous synthesis method of isoproturon |
| CN111704592A (en) * | 2020-05-28 | 2020-09-25 | 山东潍坊润丰化工股份有限公司 | Production process for continuously preparing bentazon |
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| CN102746194B (en) | 2013-10-09 |
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