CN103073431A - Method for preparing o-nitroanisole and p-nitroanisole from mixed nitrochlorobenzene - Google Patents
Method for preparing o-nitroanisole and p-nitroanisole from mixed nitrochlorobenzene Download PDFInfo
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- CN103073431A CN103073431A CN 201110328050 CN201110328050A CN103073431A CN 103073431 A CN103073431 A CN 103073431A CN 201110328050 CN201110328050 CN 201110328050 CN 201110328050 A CN201110328050 A CN 201110328050A CN 103073431 A CN103073431 A CN 103073431A
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- chlorobenzene
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- nitroanisole
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Abstract
The invention relates to a method for preparing o-nitroanisole and p-nitroanisole from mixed nitrochlorobenzene. According to the invention, mixed nitrochlorobenzene consisting of a product obtained after nitration of chlorobenzene, o-nitrochlorobenzene, m-nitrochlorobenzene and p-nitrochlorobenzene is used as a raw material, and in a methanol system, 30% of alkali lye and a phase-transfer catalyst are added for a reaction to prepare products of o-nitroanisole and p-nitroanisole, wherein m-nitrochlorobenzene does not participate in the reaction. The method provided by the invention overcomes the problems of great investment for rectifying tower equipment, great energy consumption in rectification, high cost, long process flow, harsh operation conditions, poor operational safety performances and generation of waste residues hardly to treat in rectification-crystallization separation of mixed nitrochlorobenzene in conventional production processes for o-nitroanisole and p-nitroanisole and overcomes the technical problems of generation of considerable alkaline waste water containing sodium hyposulfite and production of a poor-quality product in a sodium sulfide reduction process.
Description
Technical field
The present invention relates to preparation method's technical field of o-Nitrophenyl methyl ether and p-Nitromethoxybenzene, a kind of product with the Chlorobenzene Nitration gained particularly, adjacency pair nitro chlorobenzene, a para-nitrochloro-benzene and para-nitrochloro-benzene, this mixing nitro chlorobenzene is the method that raw material prepares o-Nitrophenyl methyl ether and p-Nitromethoxybenzene.
Background technology
O-Nitrophenyl methyl ether and p-Nitromethoxybenzene are important organic intermediates, committed step take chlorobenzene as raw material production nitro phenylate is that the nitro-chlorobenzene mixture is produced in reaction through mixed acid nitrification, the nitro-chlorobenzene mixture gets respectively o-Nitrochlorobenzene, m-nitrochlorobenzene and p-Nitrophenyl chloride through rectifying-Crystallization Separation, again they are carried out the deep processing processing such as etherificate, make corresponding oil of mirbane ether product.Although Chlorobenzene Nitration production mixing nitro-chlorobenzene has ripe technique and disposal of waste gas, water and industrial residue method, but the nitro-chlorobenzene mixture is produced in the process of o-Nitrochlorobenzene, m-nitrochlorobenzene and p-Nitrophenyl chloride through rectifying-Crystallization Separation, the rectifying tower facility investment is large, the rectifying energy consumption is large, cost is high, make holding at high price of o-Nitrochlorobenzene and p-Nitrophenyl chloride, technical process is long, operational condition is harsh, the operational safety performance is poor, and mixes nitro-chlorobenzene through rectifying-more unmanageable waste residue of Crystallization Separation operation generation; Adopt simultaneously sodium sulfide reducing technique, produce a large amount of alkaline waste waters that contains Sulfothiorine, product quality is poor.
Summary of the invention
The technical problem to be solved in the present invention is: large in order to solve in existing o-Nitrophenyl methyl ether and the p-Nitromethoxybenzene production process rectifying tower facility investment, the rectifying energy consumption is large, cost is high, technical process is long, operational condition is harsh, the operational safety performance is poor, and mixes nitro-chlorobenzene through rectifying-more unmanageable waste residue of Crystallization Separation operation generation; Adopt simultaneously sodium sulfide reducing technique, produce a large amount of alkaline waste waters that contains Sulfothiorine, the technical problem that product quality is poor, the invention provides a kind of product with the Chlorobenzene Nitration gained, adjacency pair nitro chlorobenzene, a para-nitrochloro-benzene and para-nitrochloro-benzene, this mixing nitro chlorobenzene is the method that raw material prepares o-Nitrophenyl methyl ether and p-Nitromethoxybenzene, and the method technique is simple, and transformation efficiency is high; The technological process cleaning, environmental protection; Three-waste pollution is few.
The technical solution adopted for the present invention to solve the technical problems is: a kind ofly mix the method that nitro chlorobenzene prepares o-Nitrophenyl methyl ether and p-Nitromethoxybenzene, it is with the product of Chlorobenzene Nitration gained, adjacency pair nitro chlorobenzene, a para-nitrochloro-benzene and para-nitrochloro-benzene, this mixing nitro chlorobenzene is raw material, in methanol system, alkali lye and the phase-transfer catalyst of adding 30%, reaction makes o-Nitrophenyl methyl ether and p-Nitromethoxybenzene product, and a nitro chlorobenzene does not participate in a little reactions.
Its technological process is as follows:
(1) etherificate
The nitro chlorobenzene mixture is dissolved in the methanol system, adds 30% liquid caustic soda and phase-transfer catalyst, reacts 5～8 hours;
(2) air distillation
Above-mentioned reaction solution distills under normal pressure, removes methyl alcohol;
(3) standing demix
Remove the reaction solution of methyl alcohol, become heterogeneous suspension liquid, oil phase partly contains o-Nitrophenyl methyl ether, p-Nitromethoxybenzene and a nitro chlorobenzene, then contains a small amount of salt in the water, leave standstill for some time after, be easy to multi_layer extraction;
(4) underpressure distillation
Oil phase after the separation carries out underpressure distillation again, isolates lower boiling nitro chlorobenzene.
The invention has the beneficial effects as follows, mixing nitro chlorobenzene of the present invention prepares the method for o-Nitrophenyl methyl ether and p-Nitromethoxybenzene, avoided adjacent (to) the expensive separation of nitro chlorobenzene, the substitute is to mix nitro chlorobenzene low-cost separation m-nitrochlorobenzene after etherificate, can save mass energy, be conducive to reduce the production cost of product.From the protection of the environment aspect, the present invention is that direct and methyl alcohol (or ethanol) carried out etherification reaction after the mixing nitro-chlorobenzene behind the Chlorobenzene Nitration was separated spent acid, need be through washing; Product per ton only produces a small amount of waste water after the etherificate, and waste water is 1～2 with the salt acid for adjusting pH, and sedimentation is reclaimed, and then adds (1～2) % gac, and to the waste water processing of decolouring, COD can satisfy the requirement of biochemical treatment about 4000ppm.Take adjacent (to) nitro-chlorobenzene as the old operational path of raw material be that nitro-chlorobenzene mixture that Chlorobenzene Nitration is obtained is after separating spent acid, neutralization, washing, just can enter separating-purifying workshop section, many washing step one than the present invention, and this waste water must after component distillation be processed, be sent to the sewage-farm and carry out biochemical treatment again.
Description of drawings
The present invention is further described below in conjunction with drawings and Examples.
Fig. 1 is process flow sheet of the present invention.
Embodiment
In conjunction with the accompanying drawings, the present invention is further detailed explanation.
Embodiment
The present invention will be described further with regard to following examples, but will be appreciated that, these embodiment are the usefulness for illustrating only, and should not be interpreted as restriction of the invention process.
The present invention is with the product of Chlorobenzene Nitration gained, ortho-nitrochlorobenzene, a nitro chlorobenzene and para-nitrochloro-benzene, take this mixing nitro chlorobenzene as raw material, in methanol system, add a certain amount of 30% alkali lye and phase-transfer catalyst, reaction makes o-Nitrophenyl methyl ether and p-Nitromethoxybenzene product, and a nitro chlorobenzene does not participate in a little reactions.
Its technological process is as follows:
(1) etherificate
The nitro chlorobenzene mixture is dissolved in the methanol system, adds 30% liquid caustic soda and phase-transfer catalyst, reacts 6 hours.
(2) air distillation
Above-mentioned reaction solution distills under normal pressure, because the water of methyl alcohol does not produce azeotropic, so, can distill easily a small amount of water and methyl alcohol.
(3) standing demix
Remove the reaction solution of methyl alcohol, become heterogeneous suspension liquid, oil phase partly contains o-Nitrophenyl methyl ether, p-Nitromethoxybenzene and a nitro chlorobenzene, then contains a small amount of salt in the water, leave standstill for some time after, be easy to multi_layer extraction.
(4) underpressure distillation
Oil phase after the separation carries out underpressure distillation again, then can isolate lower boiling nitro chlorobenzene.
Claims (2)
1. one kind is mixed the method that nitro chlorobenzene prepares o-Nitrophenyl methyl ether and p-Nitromethoxybenzene, product with the Chlorobenzene Nitration gained, adjacency pair nitro chlorobenzene, a para-nitrochloro-benzene and para-nitrochloro-benzene, this mixing nitro chlorobenzene is raw material, in methanol system, alkali lye and the phase-transfer catalyst of adding 30%, reaction makes o-Nitrophenyl methyl ether and p-Nitromethoxybenzene product, and a nitro chlorobenzene does not participate in a little reactions.
2. the method for claim 1 is characterized in that having following technological process:
(1) etherificate
The nitro-chlorobenzene mixture is dissolved in the methanol system, adds 30% liquid caustic soda and phase-transfer catalyst, reacts 5～8 hours;
(2) air distillation
Above-mentioned reaction solution distills under normal pressure, removes methyl alcohol;
(3) standing demix
Remove the reaction solution of methyl alcohol, become heterogeneous suspension liquid, oil phase partly contains o-Nitrophenyl methyl ether, p-Nitromethoxybenzene and a nitro chlorobenzene, then contains a small amount of salt in the water, leave standstill for some time after, be easy to multi_layer extraction;
(4) underpressure distillation
Oil phase after the separation carries out underpressure distillation again, isolates lower boiling nitro chlorobenzene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110328050 CN103073431A (en) | 2011-10-26 | 2011-10-26 | Method for preparing o-nitroanisole and p-nitroanisole from mixed nitrochlorobenzene |
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| Application Number | Priority Date | Filing Date | Title |
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| CN 201110328050 CN103073431A (en) | 2011-10-26 | 2011-10-26 | Method for preparing o-nitroanisole and p-nitroanisole from mixed nitrochlorobenzene |
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| CN 201110328050 Pending CN103073431A (en) | 2011-10-26 | 2011-10-26 | Method for preparing o-nitroanisole and p-nitroanisole from mixed nitrochlorobenzene |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106496039A (en) * | 2016-09-28 | 2017-03-15 | 连云港泰盛化工有限公司 | Nitrochlorobenzene meta-position oil intermediate nitro Benzene Chloride and para-nitrochloro-benzene, the separation method of ortho-nitrochlorobenzene |
| CN106883129A (en) * | 2016-12-29 | 2017-06-23 | 安徽海华科技股份有限公司 | A kind of method that utilization meta oil prepares m-chloroaniline |
| CN109369409A (en) * | 2018-11-09 | 2019-02-22 | 宁夏华御化工有限公司 | Nitro-chlorobenzene produces interposition oil separation reutilization system and meta position oil separating method |
-
2011
- 2011-10-26 CN CN 201110328050 patent/CN103073431A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106496039A (en) * | 2016-09-28 | 2017-03-15 | 连云港泰盛化工有限公司 | Nitrochlorobenzene meta-position oil intermediate nitro Benzene Chloride and para-nitrochloro-benzene, the separation method of ortho-nitrochlorobenzene |
| CN106496039B (en) * | 2016-09-28 | 2019-04-05 | 连云港泰盛化工有限公司 | The separation method of nitrochlorobenzene meta-position oil intermediate nitro Benzene Chloride and para-nitrochloro-benzene, ortho-nitrochlorobenzene |
| CN106883129A (en) * | 2016-12-29 | 2017-06-23 | 安徽海华科技股份有限公司 | A kind of method that utilization meta oil prepares m-chloroaniline |
| CN106883129B (en) * | 2016-12-29 | 2021-05-14 | 安徽海华科技集团有限公司 | Method for preparing m-chloroaniline by using meta-oil |
| CN109369409A (en) * | 2018-11-09 | 2019-02-22 | 宁夏华御化工有限公司 | Nitro-chlorobenzene produces interposition oil separation reutilization system and meta position oil separating method |
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Application publication date: 20130501 |