CN1059203C - Degreasing method for BPMC - Google Patents
Degreasing method for BPMC Download PDFInfo
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- CN1059203C CN1059203C CN98112471A CN98112471A CN1059203C CN 1059203 C CN1059203 C CN 1059203C CN 98112471 A CN98112471 A CN 98112471A CN 98112471 A CN98112471 A CN 98112471A CN 1059203 C CN1059203 C CN 1059203C
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- fenobucarb
- methyl isocyanate
- binding agent
- acid binding
- triethylamine
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Abstract
The present invention relates to a novel method for eliminating residual methyl cyanate in new pesticide fenobucarb synthesized by a methyl isocyanate route, which is characterized in that an acid-binding agent with a general formula of R-OH and residual methyl isocyanate are esterified at normal pressure and temperature of 50 to 100 DEG C in the mode of triethylamine as a catalyst in a terminal heat insulation process of fenobucarb synthesis reaction. The method has the advantages of simple operation and easy control. The content of the effective components of a fenobucarb product treated by the method can be increased from 95% to more than 98% and reaches an international advanced level so that the competitive power of the product is improved. The degreasing efficiency is up to 95% so that the product quality can be obviously improved.
Description
The present invention relates to a kind of degreasing method for BPMC, particularly the removing method of remaining methyl isocyanate in the methyl isocyanate method synthetic fenobucarb.
Fenobucarb is the carbamate chemicals for agriculture of a kind of efficient, low toxicity, low residue, be widely used in crop pests such as control paddy rice, cotton, tealeaves, fruit tree, and can be used as the raw material medication of mosquito-repellent incense, its chemical name is: 2-secondary butyl phenenyl-N-methyl carbamate.The synthetic route of fenobucarb has three kinds: the one, and the methyl-chloroformate method; The 2nd, Methylaminoformyl chlorideization; The 3rd, the methyl isocyanate method.Wherein methyl isocyanate method technology is simple, low equipment investment, " three wastes " amount is few, the product yield height, it is a kind of generally acknowledged advanced route, this preparation method is to be catalyzer with the triethylamine, methyl isocyanate and o-sec-butyl phenol condensation form, because o-sec-butyl phenol content in the fenobucarb＞1% can cause poisoning to plant, so in preparation process, must make o-sec-butyl phenol complete reaction as far as possible, generally react with it and realize by taking to drop into excessive methyl isocyanate, therefore reaction finish to have in the fenobucarb product of back a small amount of unreacted completely methyl isocyanate exist.Methyl isocyanate is a kind of hypertoxic chemical, and skin, eyes, nasal mucosa and lung are had intense stimulus, and a small amount of suction promptly might produce pulmonary edema even death.The space safety safe level is 0.05mg/m
3At present, the treatment process that adopts methyl isocyanic acid remaining in the methyl isocyanate route synthetic fenobucarb (liquid state) is not seen bibliographical information as yet.From the practical application of manufacturing enterprise, generally adopt reduced vacuum to take off ester technology, promptly in the insulating process after fenobucarb is synthetic, make system keep little negative pressure, do not stop to stir.Though there are bigger vapour pressure deficit in methyl isocyanate and fenobucarb,, be difficult to make it separate by the simple physics process because the both is a liquid.From actual effect, this technology is taken off ester efficient less than 30%.Owing to take off ester technology and do not pass a test, contain remaining methyl isocyanate in the fenobucarb product, cause quality product lower, limited the applying of sterilant of this performance brilliance.
The objective of the invention is at the deficiencies in the prior art, what a kind of fenobucarb was provided takes off the ester method, it can not only slough methyl isocyanate remaining in the fenobucarb product, take off ester efficient and be higher than 95% (mol ratio), and fenobucarb content is brought up to more than 97% (mol ratio) by 95% (mol ratio).
In order to achieve the above object, the present invention has adopted following technical scheme: in the synthetic fenobucarb building-up reactions of the methyl isocyanate method insulating process in latter stage, at normal pressure, temperature is under 50～100 ℃ of conditions, the employing triethylamine is a catalyzer, the ratio of the amount of o-sec-butyl phenol and methyl isocyanate is when synthetic with respect to fenobucarb according to the amount of triethylamine and acid binding agent: o-sec-butyl phenol: methyl isocyanate: triethylamine: the mol ratio of acid binding agent=1.0: 1.05: 0.003～0.010: 0.03～0.10, quantitatively add methyl isocyanate generation esterification remaining in acid binding agent and the fenobucarb, reaction times is 20 minutes to 60 minutes, and this reaction is undertaken by following formula:
R is C in the formula
1～C
4Alkyl.
Described acid binding agent is pure type organic, can be methyl alcohol, ethanol, propyl alcohol, butanols, Virahol, glycerol, it also can be other alcohols material, according to acid binding agent and methyl isocyanate reaction conversion ratio height, reaction product is stable, the amount of reaction product preferably adopts methyl alcohol and ethanol less and to plant and the low requirement of natural enemy toxicity.
In operating process, must in above-mentioned condition span of control, carry out, must strict control reaction temperature 50～100 ℃, when temperature is higher than 100 ℃, fenobucarb generation thermolysis changes quality product, and the reaction times can not be too short, can not be long.If the reaction times is too short, be less than 20 minutes, esterification is incomplete, and it is undesirable to take off the ester effect; If the reaction times surpasses 60 minutes, can quicken the decomposition of fenobucarb.The consumption of acid binding agent must be by the amount proportioning of o-sec-butyl phenol and methyl isocyanate.If the consumption of acid binding agent surpasses the maximum value in the given prescription, then reduce the effective component content of fenobucarb owing to the existence of the acid binding agent of complete reaction not; If the acid binding agent consumption is not enough, methyl isocyanate is complete reaction not, thereby causes taking off the ester poor effect.
The present invention's technical scheme preferably can be: in the insulating process of the synthetic fenobucarb last stage reaction of methyl isocyanate method, in normal pressure, temperature is under 60～80 ℃ of conditions, the employing triethylamine is a catalyzer, methyl alcohol is acid-binding agent, the ratio of the amount of o-sec-butyl phenol and methyl isocyanate is when synthetic with respect to fenobucarb according to the amount of triethylamine that is adopted and acid binding agent: o-sec-butyl phenol: methyl isocyanate: triethylamine: acid binding agent=1.0: 1.05: 0.004: 0.05 (mol ratio), the reaction times is 30～40 minutes.
The present invention can slough the methyl isocyanate more than 95% remaining in the fenobucarb product, the fenobucarb content of producing is brought up to more than 98% by 95%, reach advanced world standards, quality product and competitiveness of product have been improved significantly, also alleviated simultaneously of the harm of this hypertoxic chemical of methyl isocyanate to the operator, improve workman's operating environment greatly, eliminated environmental pollution
Embodiment 1:
In the enamel reaction still of 1500l, drop into o-sec-butyl phenol 725kg and methyl isocyanate 289kg respectively, question response finishes in the insulating process, drip methyl alcohol 7.2kg and triethylamine 1.95kg, in the present embodiment, each reactant ratio is an o-sec-butyl phenol: methyl isocyanate: triethylamine: acid binding agent=1.0: 1.05: 0.004: 0.047 (mol ratio), temperature of reaction are controlled at 65 ℃, after 40 minutes, sampling analysis.Through efficient liquid phase chromatographic analysis, the result is:
Outward appearance: colourless nonirritant homogeneous liquid
Fenobucarb content: 98.1%
O-sec-butyl phenol content: 0.08%
Embodiment 2～8:
Step and method are with embodiment 1, and process control condition, reaction ratio and quality product see table 1 for details.
Table 1 fenobucarb takes off ester process control condition, reaction ratio and quality product table
Annotate: 1. in (1) table is o-sec-butyl phenol, 2. is methyl isocyanate, 3. is triethylamine, 4. is acid binding agent.
| Embodiment | Temperature of reaction (℃) | Reaction times (min) | The quality of reactant | Reactant ratio (mol ratio) | Quality product | ||||
| ①kg | ②kg | ③kg | ④kg | Fenobucarb content % | O-sec-butyl phenol content % | ||||
| 1 | 65 | 40 | 725 | 289 | 1.95 | 7.2 | 1∶1.05∶0.04∶0.047 | 98.1 | 0.08 |
| 2 | 50 | 45 | 700 | 279 | 2.83 | 11.2 | 1∶1.05∶0.006∶0.075 | 98.6 | 0.04 |
| 3 | 60 | 40 | 718 | 286 | 3.87 | 13.2 | 1∶1.05∶0.008∶0.06 | 98.6 | 0.09 |
| 4 | 70 | 30 | 725 | 289 | 2.44 | 18.9 | 1∶1.05∶0.005∶0.085 | 98.3 | 0.11 |
| 5 | 75 | 60 | 730 | 291 | 4.42 | 22.4 | 1∶1.05∶0.009∶0.1 | 98.0 | 0.14 |
| 6 | 80 | 50 | 680 | 271 | 1.37 | 9.38 | 1∶1.05∶0.003∶0.045 | 98.8 | 0.05 |
| 7 | 90 | 34 | 715 | 285 | 4.81 | 11.8 | 1∶1.05∶0.01∶0.054 | 98.5 | 0.07 |
| 8 | 100 | 20 | 750 | 299 | 3.53 | 6.9 | 1∶1.05∶0.007∶0.03 | 98.6 | 0.09 |
(2) in the table in the example 1,2,7,8 acid binding agent be methyl alcohol CH
3OH, acid binding agent is ethanol C among the embodiment 3,4,5,6
2H
5OH.
Claims (4)
1, a kind of degreasing method for BPMC, be used for eliminating the remaining methyl isocyanate of methyl isocyanate method synthetic fenobucarb, it is characterized in that in stretching the fourth prestige building-up reactions insulating process in latter stage, at normal pressure, temperature is under 50～100 ℃ of conditions, the employing triethylamine is a catalyzer, the ratio of the amount of o-sec-butyl phenol and methyl isocyanate is an o-sec-butyl phenol when synthetic with respect to fenobucarb according to the amount of triethylamine and acid binding agent: methyl isocyanate: triethylamine: the mol ratio of acid binding agent=1.0: 1.05: 0.003～0.010: 0.03～0.10, quantitatively add methyl isocyanate generation esterification remaining in acid binding agent and the fenobucarb, reaction times is 20 minutes to 60 minutes, and this reaction is undertaken by following formula:
R is C in the formula
1～C
4Alkyl.
2, degreasing method for BPMC according to claim 1, the amount that it is characterized in that the triethylamine that adopted and acid binding agent is an o-sec-butyl phenol with respect to the ratio of stretching fourth prestige amount of o-sec-butyl phenol and methyl isocyanate when synthetic: methyl isocyanate: triethylamine: acid binding agent=1.0: 1.05: 0.004: 0.05 mol ratio.
3, degreasing method for BPMC according to claim 1 is characterized in that temperature is 60～80 ℃, and the reaction times is 30～40 minutes.
4, degreasing method for BPMC according to claim 1 is characterized in that the acid binding agent that adopts is methyl alcohol or ethanol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN98112471A CN1059203C (en) | 1998-05-09 | 1998-05-09 | Degreasing method for BPMC |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN98112471A CN1059203C (en) | 1998-05-09 | 1998-05-09 | Degreasing method for BPMC |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1202482A CN1202482A (en) | 1998-12-23 |
| CN1059203C true CN1059203C (en) | 2000-12-06 |
Family
ID=5222320
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN98112471A Expired - Fee Related CN1059203C (en) | 1998-05-09 | 1998-05-09 | Degreasing method for BPMC |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1059203C (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6613674A (en) * | 1965-09-29 | 1967-03-30 | ||
| JPS4931638A (en) * | 1972-07-28 | 1974-03-22 | ||
| EP0200429A2 (en) * | 1985-04-18 | 1986-11-05 | E.I. Du Pont De Nemours And Company | Process for preparing methylcarbamate insecticides |
-
1998
- 1998-05-09 CN CN98112471A patent/CN1059203C/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6613674A (en) * | 1965-09-29 | 1967-03-30 | ||
| JPS4931638A (en) * | 1972-07-28 | 1974-03-22 | ||
| EP0200429A2 (en) * | 1985-04-18 | 1986-11-05 | E.I. Du Pont De Nemours And Company | Process for preparing methylcarbamate insecticides |
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| Publication number | Publication date |
|---|---|
| CN1202482A (en) | 1998-12-23 |
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