CN1631873A - Preparation method of p-aminophenol - Google Patents
Preparation method of p-aminophenol Download PDFInfo
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- CN1631873A CN1631873A CN 200410041850 CN200410041850A CN1631873A CN 1631873 A CN1631873 A CN 1631873A CN 200410041850 CN200410041850 CN 200410041850 CN 200410041850 A CN200410041850 A CN 200410041850A CN 1631873 A CN1631873 A CN 1631873A
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- aminophenol
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Abstract
The invention relates to a method to prepare para aminophenol in refined chemical product technological field, disclosed is the technique to generate para aminophenol through continuous esterification reaction in the water solution of nitrosodium phenate, the whole technical process is short, with high productivity, low investment for equipment and comprehensive cost, also, it has increased the rate of production, reduced labor sthenth and waste water, without waste residue. The invention has remarkable economic and social benefit, and benefit for supplying the raw material with high quality for synthesizing medicine in medical industry, antiager in rubber industry and coloring matter in coloring matter industry.
Description
Technical field
The present invention relates to a kind of preparation method of fine chemical product technical field, relate in particular to a kind of preparation method of p-aminophenol.
Background technology
P-aminophenol is called for short PAP, is a kind of important fine chemical product, and PAP is mainly used in medicines such as synthetic Paracetamol, clofibrate, vitamins B, recombiner niacinamide in medicine industry.In rubber industry, can synthesize 4010NA, 4020, p phenylenediamine type antioxidants such as 4030, it also is an intermediate of producing dispersed dye, matching stain, substantive dyestuff, thioxine dyes and fur dyestuff etc.
Existing method of producing p-aminophenol has iron powder method, p-NP hydrogenating reduction method, hydrogenation of chloronitrobenzene reduction method and oil of mirbane electrolytic reduction.So-called iron powder method, adopt the p-Nitrophenyl chloride raw material, hydrolysis gets the p-nitrophenol sodium water solution in 168-175 ℃, the autoclave of 0.75-0.85Mpa, be acidified to PH=3-4 at 40-50 ℃ after being pressed into the acidifying still again, cool off after centrifugal p-NP, p-NP gets p-aminophenol through iron powder reducing again.So-called p-NP hydrogenating reduction method, the employing p-Nitrophenyl chloride is a raw material, have with the iron powder reducing method in consistent acidication technology, its reducing process adopts intermittently hydrogenation, with R-Ni is catalyzer, water is solvent, drop into p-NP in the hydrogenating reduction still after, be reduced into the p-aminophenol aqueous solution at 90-100 ℃, the filtered while hot catalyzer, the filtrate crystallisation by cooling, centrifugal oven dry gets the p-aminophenol finished product.So-called hydrogenation of chloronitrobenzene reduction method, employing oil of mirbane is raw material, produce p-aminophenol with catalysis hydrogenation of chloronitrobenzene reduction method, catalyzer is generally used platinum, palladium, carrier is gac or aluminium sesquioxide, temperature of reaction is 80-90 ℃, and reaction medium is the dilution heat of sulfuric acid of 10-20%, and reaction yield is about 80%.So-called oil of mirbane electrolytic reduction is that oil of mirbane is reduced into nitrosobenzene earlier on electrode, reset behind the phenylhydroxylamine again PAP, by-product aniline and azo, electrode adopt copper or Monel metal or copper-base mercury each are changed.
The main deficiency that aforementioned production method exists have following some:
1, iron powder reducing, hydrogenating reduction are batch production, and each step operation seems loaded down with trivial details, and throughput is little, and labour intensity is big, supplies consumption height, energy consumption height, and total recovery counts 80% with paranitrophenol sodium salt.
2, the iron powder reducing three wastes " pollution " are serious, have waste water and dregs iron mud to produce, and one ton of p-aminophenol of every product produces 30 tons of waste water, 3 tons of iron mud.
3, the oil of mirbane catalytic reduction method exists catalyst recovery to apply mechanically difficulty, the equipment requirements height, and aftertreatment separates trouble, defectives such as comprehensive cost height, process of industrialization is slow.
4, the oil of mirbane electrolytic reduction exists by-product many, and yield is restricted by multiple factor, only rests on lab scale, pilot scale research stage at present, and real industrialization also need solve a series of engineering problems.
Summary of the invention
Purpose of the present invention is at the existing above-mentioned all deficiencies of three kinds of preparation methods of existing p-aminophenol, provides a kind of serialization cleaning procedure, flow process is short, throughput is big, labour intensity is low, yield is high, facility investment is few, comprehensive cost is low, help environment protection and the preparation method of the p-aminophenol that economizes on resources.
The objective of the invention is to be achieved through the following technical solutions, a kind of preparation method of p-aminophenol, it is characterized in that described method Sodium p-nitrophenoxide or its aqueous solution being added water, to be mixed with content be that 6-15% p-NP sodium water solution enters serialization hydrogenation reduction in the hydrogenation tower, and the feed liquid after the hydrogenation reaction carries out collecting p-aminophenol in acidification reaction and the mixture behind the acidification reaction in the acidizing crystal still; 6-15% p-NP sodium water solution enters in the hydrogenation tower that is filled with the Ni-C catalyzer and feeds hydrogen and carries out the serialization hydrogenation reduction; the temperature of serialization hydrogenation reduction is 60-100 ℃; pressure is 1.5-3.0Mpa; reacted feed liquid enters in the Lower tank that is added with Sodium Pyrosulfite and nitrogen protection, and the reaction equation of hydrogenation reduction is:
The invention discloses the new preparation technology's flow process of p-aminophenol, carry out the serialization hydrogenation reduction after Sodium p-nitrophenoxide being made the aqueous solution of 6-15%, obtain p-aminophenol through acidification reaction again, yield is brought up to more than 95% by existing 85%, has shortened technical process, the present invention is owing to realized the serialization hydrogenation reduction, flow process is succinct, low equipment investment, utilization ratio height, process does not have material discharging, excessive, has reduced material consumption to greatest extent.The raw materials cost that makes novel process is the old technology 1000 yuan/T that descended, wastewater discharge greatly reduces, drop to 10T/T by original 30T/T, realized process for cleanly preparing, no waste residue produces, the serialization of novel process, compare with traditional technology, have good economic and social benefit, both alleviated working strength of workers, make the entire field environment clean and tidy again, promoted the inherent competitive power and the external image of this product.
Embodiment
The present invention prepares p-aminophenol and adopts the p-NP sodium water solution to collect p-aminophenol in serialization hydrogenation reduction, acidification reaction and the mixture behind the acidification reaction in the hydrogenation tower, hydrogen by pressure-regulator feeding 2.2Mpa of continous-stable in Φ 108*3000 hydrogenation tower, fill out the 12kg20%Ni-C catalyzer in the tower, hydrogenating reduction pressure is chosen in 1.5-3.0Mpa, preferably be chosen in 2Mpa, crack tail gas valve makes slightly bubbling of tail gas simultaneously.Open tower, feeding pipe heater voltage, make the interior temperature of tower be elevated to 60-100 ℃, preferably be chosen in 90 ℃, such temperature had both made raw material be difficult for separating out, and the reaction solution homogeneous phase can make raw material reaction complete again, improve transformation efficiency, the feed pipe temperature is controlled at 90 ± 2 ℃.Being pressed into content in feed sump is 6-15% p-nitrophenol sodium water solution, preferably be chosen in 10%, being difficult for the supersaturation crystallization in the time of both can having made raw material advance tower separates out, can improve ultimate yield again, charging in tower, make its reaction well on catalyzer, flow is chosen in 4000g/h-6500g/h, preferably is chosen in 5500g/h.Serialization hydrogenation reduction equation:
When bottom column still material is about to be full of, contain in the 20L stainless steel Lower tank of 0.1kg Sodium Pyrosulfite and tool nitrogen protection in putting it into.Lower tank starts stirring simultaneously, when 20L stainless steel Lower tank is full of hydrogenation reaction solution soon, with the pH value of concentrated hydrochloric acid regulator solution, p-aminophenol is separated out, when the pH value of solution is transferred to 7 left and right sides, it is cooled to about 10 ℃, suction filtration behind the 1h, filter cake digs vacuum drying oven, weighs after the oven dry.Outward appearance is greyish white, content (normalization method) 99.6%.Calculating total recovery according to inlet amount is 95%.The acidification reaction equation:
Claims (4)
1, a kind of preparation method of p-aminophenol is characterized in that it is that 6-15% p-NP sodium water solution enters in serialization hydrogenation reduction in the hydrogenation tower, acidification reaction and the mixture behind the acidification reaction and collects p-aminophenol that described side adds water-content with Sodium p-nitrophenoxide.
2, the preparation method of p-aminophenol according to claim 1; it is characterized in that 6-15% p-NP sodium water solution enters in the hydrogenation tower that is filled with the Ni-C catalyzer and feeds hydrogen carries out the serialization hydrogenation reduction; the temperature of serialization hydrogenation reduction is 60-100 ℃; pressure is 1.5-3.0Mpa; reacted feed liquid enters in the Lower tank that is added with Sodium Pyrosulfite and nitrogen protection, and the reaction equation of hydrogenation reduction is:
90℃，2.0MPa
3, the preparation method of p-aminophenol according to claim 1 and 2, it is characterized in that the interior catalyzer of filling out of hydrogenation tower is 20%Ni-C in the serialization hydrogenation reduction, feed the hydrogen of 2.2Mpa continuously and stably, temperature is chosen in 60-100 ℃ in the tower, and feeding temperature is controlled at 90 ± 2 ℃.
4, the preparation method of p-aminophenol according to claim 1, it is characterized in that the feed liquid after the hydrogenation reaction regulates the pH value of feed liquid through concentrated hydrochloric acid in the acidizing crystal still, p-aminophenol is separated out, when the pH value of feed liquid transfers to 7 left and right sides, it is cooled to about 10 ℃, suction filtration after 1 hour, the acidification reaction equation is:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN 200410041850 CN1257150C (en) | 2004-09-02 | 2004-09-02 | Preparation method of p-aminophenol |
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| CN 200410041850 CN1257150C (en) | 2004-09-02 | 2004-09-02 | Preparation method of p-aminophenol |
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| CN1631873A true CN1631873A (en) | 2005-06-29 |
| CN1257150C CN1257150C (en) | 2006-05-24 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101607917B (en) * | 2009-06-23 | 2012-07-04 | 泰兴市扬子医药化工有限公司 | Production method of high-quality p-aminophenol |
| CN111302955A (en) * | 2020-04-08 | 2020-06-19 | 江苏扬农化工集团有限公司 | Synthesis method of aminophenol |
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2004
- 2004-09-02 CN CN 200410041850 patent/CN1257150C/en active Active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101607917B (en) * | 2009-06-23 | 2012-07-04 | 泰兴市扬子医药化工有限公司 | Production method of high-quality p-aminophenol |
| CN111302955A (en) * | 2020-04-08 | 2020-06-19 | 江苏扬农化工集团有限公司 | Synthesis method of aminophenol |
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| Publication number | Publication date |
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| CN1257150C (en) | 2006-05-24 |
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