CN102964221B - Clean production process of dicamba synthesis midbody - Google Patents
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Abstract
The invention relates to a clean production process of a dicamba synthesis midbody, and provides a clean production method of 2,5-dichlorophenol. The clean production process comprises the following steps: stirring 30-70% of dilute sulfuric acid and 2,5-dichloroaniline in a backflow state for 1-2hours, wherein the weight ratio of the dilute sulfuric acid to the 2,5-dichloroaniline is (6:1)-(9:1); after the reaction, cooling the reaction liquid to 0-5 DEG C, and dropping 10-60% nitroso-sulfuric acid and stirring for 2 hours to obtain diazonium liquid, wherein the molar ratio of the 2,5-dichloroaniline to the nitroso-sulfuric acid is 1:(1.0-1.5); carrying out pyrohydrolysis on the synthesized diazonium liquid at 140-170 DEG C to obtain 2,5-dichlorophenol; and carrying out diazotization synthesis on part of the hydrolyzed dilute sulfuric acid subjected to recovery processing as batch charging of dilute sulfuric acid, and synthesizing the other part of the dilute sulfuric with SO2 to be 10-60% nitroso-sulfuric acid, and then applying to diazotization synthesis. According to the synthesis process, no waste salt or phenolic wastewater are generated during diazotization reaction, the reaction yield is as high as 95%, and diazonium liquid is subjected to pyrohydrolysis and the dilute sulfuric acid can be recycled, so that the cycle use of the two can be achieved. The clean production process belongs to a clean and environment-friendly production process.
Description
Technical field
The present invention relates to the production method of weedicide, dyestuff, relate in particular to the synthesis technique of the phenol in dicamba 98 production.
Background technology
In whole herbicide dicamba production technique, first be the synthetic technique of diazotization, by 2,5-dichlorphenamide bulk powder under reflux conditions reacts with the vitriol oil, react rear cooling process, add the aqueous solution of Sodium Nitrite to complete diazotization reaction in 0-4 DEG C, diazo liquid obtains intermediate 2 by hydrolysis, 5-chlorophenesic acid.But due to after 2,5-chlorophenesic acid reacts with dilute sulphuric acid, under low temperature, react with Sodium Nitrite again, obtain diazo liquid and a large amount of sodium pyrosulfates, and obtain phenol and a large amount of Waste Sulfuric Acids after diazo liquid hydrolysis.Whole like this phenol synthesis technique produces a large amount of abraum salts and a large amount of spent acid, environmental protection is produced a very large impact, and reaction is difficult to abundant reaction, and yield only has 85% left and right conventionally.
Summary of the invention
The present invention seeks in order to overcome above-mentioned deficiency, a kind of process for cleanly preparing of 2,5-chlorophenesic acid is provided, makes reaction can fully obtain high yield, in simultaneous reactions, produce without abraum salt, the spent acid that hydrolysis produces can also synthesize in diazotization by recycled after recycling.
Above-mentioned purpose of the present invention is achieved through the following technical solutions:
A kind of cleaner production 2 is provided, and the method for 5-chlorophenesic acid, is 2,5-dichlorphenamide bulk powder, dilute sulphuric acid, the synthetic diazo liquid of nitrosyl-sulfuric acid diazotization, and diazo liquid pyrohydrolysis obtains the process of 2,5-chlorophenesic acid; Concrete steps are as follows:
1) dilute sulphuric acid that is 30%-70% by weight percent and 2,5-dichlorphenamide bulk powder stirs 1-2hr under reflux state, dilute sulphuric acid and 2, the weight ratio of 5-dichlorphenamide bulk powder is 6:1-9:1, reaction finishes rear cooling reaction solution to 0-5 DEG C, drips 10%-60% nitrosyl-sulfuric acid and stirs 2 hours, 2, mole proportioning of 5-dichlorphenamide bulk powder and nitrosyl-sulfuric acid is 1:1.0-1.5, obtains diazo liquid;
2) the synthetic 140-170 DEG C of hydrolysis of diazo liquid process of step 1), obtains 2,5-chlorophenesic acid; Dilute sulphuric acid after hydrolysis directly overlaps for the diazotization of step (1) synthetic through recycling rear portion, feeds intake as dilute sulphuric acid, and another part and SO
2the nitrosyl-sulfuric acid of synthetic 10%-60% weight percent is applied to the diazotization of step 1) again and synthesizes.
The preferred 40%-60% of weight percent of the dilute sulphuric acid described in step 1).
Described in step 1) 2, mole proportion optimization of 5-dichlorphenamide bulk powder and nitrosyl-sulfuric acid is 1:1.05-1.15.
Step 2) described dilute sulphuric acid recovery method can be the combination of any one or several methods in distillation, extraction, oxidation or crystallization; Preferably adopt the method for oxide treatment.
Described extraction can be used chloroform, toluene, dimethylbenzene or MIBK equal solvent.
Described oxidation can be used the hydrogen peroxide of different concns, the nitric acid of various concentration, the strong oxidizers such as HClO, chlorine, bromine or potassium permanganate.
Compared with prior art, technique of the present invention has following beneficial effect:
1. the present invention uses dilute sulphuric acid to replace the vitriol oil and the reaction of 2,5-dichlorphenamide bulk powder, is convenient to the recovery recycled of sulfuric acid.
In the present invention sulfuric acid through recycling after again with SO
2it is synthetic that synthetic nitrosyl-sulfuric acid is applied to diazotization again, solved sulfuric acid recycle problem.
3. the present invention uses nitrosyl-sulfuric acid to replace Sodium Nitrite to participate in diazotization reaction, and reaction is generated without abraum salt and phenolic wastewater.
4. in the present invention, be hydrolyzed Waste Sulfuric Acid recycling and adopt the method for oxide treatment to reclaim, whole recovery process is produced without other waste water, waste residue.
In a word, phenol synthesis cleaning procedure of the present invention is by replacing the vitriol oil and 2 with dilute sulphuric acid, the reaction of 5-dichlorphenamide bulk powder, nitrosyl-sulfuric acid replace Sodium Nitrite to participate in diazotization reaction, hydrolysis sulfuric acid nitric acid oxidation reclaims recycled, reaction yield is improved, reach more than 95%, produce without abraum salt, spent acid and phenolic wastewater.
Brief description of the drawings
Fig. 1 is the present invention 2,5-chlorophenesic acid synthesis technique schematic flow sheet.
Embodiment
Embodiment 1.
Diazotization is synthetic: dicamba 98 produce in 2,5-chlorophenesic acid synthesis clean production technique, first by 2 of 90g, 60% dilute sulphuric acid of 5-dichlorphenamide bulk powder and 540g stirs 2 hours under reflux state, cooling reaction solution is to 0-5 DEG C, drop into 40% nitrosyl-sulfuric acid 187.5g, stir 1.5 hours, 2, a mole proportioning for 5-dichlorphenamide bulk powder is controlled at 1:1.05, react the diazo liquid generating with nitrosyl-sulfuric acid and pass in the sulfuric acid of 60%-70% and be hydrolyzed under 140 DEG C of high temperature, obtain 2, the centrifuge dehydration after condensation separation of 5-chlorophenesic acid gas obtains solid product.The Waste Sulfuric Acid that hydrolysis obtains is directly applied mechanically with the synthetic dilute sulphuric acid of diazotization and is fed intake through molecular distillation recovery rear portion, the SO that other operation of another part and our company produces
2it is synthetic that synthetic 40% nitrosyl-sulfuric acid of tail gas is applied to diazotization again, this example 2,5-chlorophenesic acid yield 95.5%;
Hydrolysis retrieval of sulfuric acid processing: the 70% left and right about 578g of hydrolysis sulfuric acid obtains reclaim(ed) sulfuric acid by molecular distillation, gets 60% dilute sulphuric acid that reclaim(ed) sulfuric acid 465g adds 75g water to be mixed with 540g and feeds intake for diazotization is synthetic;
Nitrosyl-sulfuric acid is synthetic: throw 113g and process rear reclaim(ed) sulfuric acid and 40g concentrated nitric acid input synthesis reactor, pass into about 40g tail gas SO in 50 DEG C-60 DEG C in synthesis reactor
2after, reaction finishes, and makes 40% the nitrous acid sulfuric acid of 187.5g, synthesis yield 97.15%.
Embodiment 2.
Diazotization is synthetic: dicamba 98 produce in 2,5-chlorophenesic acid synthesis clean production technique, first by 2 of 90g, 50% dilute sulphuric acid of 5-dichlorphenamide bulk powder and 720g stirs 2 hours under reflux state, cooling reaction solution is to 0-5 DEG C, drop into 20% nitrosyl-sulfuric acid of 393g, stir 2 hours, 2, a mole proportioning for 5-dichlorphenamide bulk powder is controlled at 1:1.1, react the diazo liquid generating with nitrosyl-sulfuric acid and pass in the sulfuric acid of 60%-70% and be hydrolyzed under 150 DEG C of high temperature, obtain 2, the centrifuge dehydration after condensation separation of 5-chlorophenesic acid gas obtains solid product.The dilute sulphuric acid that hydrolysis obtains is directly applied mechanically with the synthetic dilute sulphuric acid of diazotization and is fed intake through 35% hydrogen peroxide oxidation recovery rear portion, the SO that other operation of another part and our company produces
2it is synthetic that synthetic 20% nitrosyl-sulfuric acid of tail gas is applied to diazotization again, this example 2,5-chlorophenesic acid yield 96.0%.
Hydrolysis retrieval of sulfuric acid processing: the 70% left and right about 840g of hydrolysis sulfuric acid reacts with 35% hydrogen peroxide of 70g, holding temperature is 120 DEG C, insulation 8hr, insulation is complete is cooled to 60 DEG C, and 50% dilute sulphuric acid that the reclaim(ed) sulfuric acid 514.5g after oxidation adds 205.5g water to be mixed with 720g feeds intake for diazotization is synthetic;
Nitrous acid sulfuric acid is synthetic: throw reclaim(ed) sulfuric acid and 42g concentrated nitric acid after 325g oxidation and enter synthesis reactor, in 50 DEG C-60 DEG C to the SO that passes into about 42g in synthesis reactor
2after, reaction finishes, and makes 20% the nitrous acid sulfuric acid of 393g, synthesis yield 96.1%.
Embodiment 3.
Diazotization is synthetic: dicamba 98 produce in 2,5-chlorophenesic acid synthesis clean production technique, first by 2 of 90g, 40% dilute sulphuric acid of 5-dichlorphenamide bulk powder and 810g stirs 2 hours under reflux state, cooling reaction solution is to 0-5 DEG C, drop into 142.3g60% nitrosyl-sulfuric acid, stir 2 hours, 2, a mole proportioning for 5-dichlorphenamide bulk powder is controlled at 1:1.2, react the diazo liquid generating with nitrosyl-sulfuric acid and pass in the sulfuric acid of 60%-70% and be hydrolyzed under 170 DEG C of high temperature, obtain 2, the centrifuge dehydration after condensation separation of 5-chlorophenesic acid gas obtains solid product.The dilute sulphuric acid that hydrolysis obtains is directly applied mechanically with the synthetic dilute sulphuric acid of diazotization and is fed intake through chloroform extraction recovery rear portion, the SO that other operation of another part and our company produces
2it is synthetic that synthetic 60% nitrosyl-sulfuric acid of tail gas is applied to diazotization again, this example 2,5-chlorophenesic acid yield 96.8%.
The processing of hydrolysis retrieval of sulfuric acid: the 70% left and right hydrolysis about 525g of sulfuric acid and 200g chloroform extraction, 40% dilute sulphuric acid that adds 345g water to be mixed with 810g the reclaim(ed) sulfuric acid 465g after extraction feeds intake for diazotization is synthetic;
Nitrous acid sulfuric acid is synthetic: throw reclaim(ed) sulfuric acid and 42.7g concentrated nitric acid after 60g extraction and enter synthesis reactor, in 50 DEG C-60 DEG C to the SO that passes into about 42.7g in synthesis reactor
2after, reaction finishes, and makes 60% the nitrous acid sulfuric acid of 142.3g, synthesis yield 97.7%.
Embodiment 4.
Diazotization is synthetic: dicamba 98 produce in 2,5-chlorophenesic acid synthesis clean production technique, first by 2 of 90g, 70% dilute sulphuric acid of 5-dichlorphenamide bulk powder and 465g stirs 2 hours under reflux state, cooling reaction solution is to 0-5 DEG C, drop into 40% nitrosyl-sulfuric acid 196.4g, stir 2 hours, 2, a mole proportioning for 5-dichlorphenamide bulk powder is controlled at 1:1.1, react the diazo liquid generating with nitrosyl-sulfuric acid and pass in the sulfuric acid of 60%-70% and be hydrolyzed under 160 DEG C of high temperature, obtain 2, the centrifuge dehydration after condensation separation of 5-chlorophenesic acid gas obtains solid product.The Waste Sulfuric Acid that hydrolysis obtains is directly applied mechanically with the synthetic dilute sulphuric acid of diazotization and is fed intake through molecular distillation recovery rear portion, the SO that other operation of another part and our company produces
2it is synthetic that synthetic 40% nitrosyl-sulfuric acid of tail gas is applied to diazotization again, this example 2,5-chlorophenesic acid yield 93.2%;
Hydrolysis retrieval of sulfuric acid processing: the 70% left and right about 465g of hydrolysis sulfuric acid react with 20g concentrated nitric acid, and holding temperature is 120 DEG C, insulation 8hr, insulation is complete is cooled to 60 DEG C, and the reclaim(ed) sulfuric acid after oxidation is directly used in diazotization and synthesizes and feed intake;
Nitrosyl-sulfuric acid is synthetic: throw 116.4g and process rear reclaim(ed) sulfuric acid and 40g concentrated nitric acid input synthesis reactor, pass into about 40g tail gas SO in 50 DEG C-60 DEG C in synthesis reactor
2after, reaction finishes, and makes 40% the nitrous acid sulfuric acid of 196.4g, synthesis yield 97.15%.
Embodiment 5.
Diazotization is synthetic: dicamba 98 produce in 2,5-chlorophenesic acid synthesis clean production technique, first by 2 of 90g, 30% dilute sulphuric acid of 5-dichlorphenamide bulk powder and 1080g stirs 2 hours under reflux state, cooling reaction solution is to 0-5 DEG C, drop into 136.4g60% nitrosyl-sulfuric acid, stir 2 hours, 2, a mole proportioning for 5-dichlorphenamide bulk powder is controlled at 1:1.15, react the diazo liquid generating with nitrosyl-sulfuric acid and pass in the sulfuric acid of 60%-70% and be hydrolyzed under the high temperature of 140 DEG C, obtain 2, the centrifuge dehydration after condensation separation of 5-chlorophenesic acid gas obtains solid product.The dilute sulphuric acid that hydrolysis obtains is directly applied mechanically with the synthetic dilute sulphuric acid of diazotization and is fed intake through chloroform extraction recovery rear portion, the SO that other operation of another part and our company produces
2it is synthetic that synthetic 60% nitrosyl-sulfuric acid of tail gas is applied to diazotization again, this example 2,5-chlorophenesic acid yield 97.2%.
The processing of hydrolysis retrieval of sulfuric acid: the 70% left and right hydrolysis about 525g of sulfuric acid and 200g xylene extraction, 30% dilute sulphuric acid that adds 615g water to be mixed with 1080g the reclaim(ed) sulfuric acid 465g after extraction feeds intake for diazotization is synthetic;
Nitrous acid sulfuric acid is synthetic: throw reclaim(ed) sulfuric acid and 42.7g concentrated nitric acid after 51g extraction and enter synthesis reactor, in 50 DEG C-60 DEG C to the SO that passes into about 42.7g in synthesis reactor
2after, reaction finishes, and makes 60% the nitrous acid sulfuric acid of 136.4g, synthesis yield 97.5%.
Claims (4)
1. a cleaner production 2, the method for 5-chlorophenesic acid, is 2,5-dichlorphenamide bulk powder, dilute sulphuric acid, the synthetic diazo liquid of nitrosyl-sulfuric acid diazotization, diazo liquid pyrohydrolysis obtains the process of 2,5-chlorophenesic acid; Concrete steps are as follows:
Diazotization is synthetic: dicamba 98 produce in 2,5-chlorophenesic acid synthesis clean production technique, first by 2 of 90g, 60% dilute sulphuric acid of 5-dichlorphenamide bulk powder and 540g stirs 2 hours under reflux state, cooling reaction solution is to 0-5 DEG C, drop into 40% nitrosyl-sulfuric acid 187.5g, stir 1.5 hours, 2, a mole proportioning for 5-dichlorphenamide bulk powder is controlled at 1:1.05, react the diazo liquid generating with nitrosyl-sulfuric acid and pass in the sulfuric acid of 60%-70% and be hydrolyzed under 140 DEG C of high temperature, obtain 2, the centrifuge dehydration after condensation separation of 5-chlorophenesic acid gas obtains solid product; The Waste Sulfuric Acid that hydrolysis obtains is directly applied mechanically with the synthetic dilute sulphuric acid of diazotization and is fed intake through molecular distillation recovery rear portion, the SO that another part and other operation produce
2it is synthetic that synthetic 40% nitrosyl-sulfuric acid of tail gas is applied to diazotization again, 2,5-chlorophenesic acid yield 95.5%;
Hydrolysis retrieval of sulfuric acid processing: the 70% left and right about 578g of hydrolysis sulfuric acid obtains reclaim(ed) sulfuric acid by molecular distillation, gets 60% dilute sulphuric acid that reclaim(ed) sulfuric acid 465g adds 75g water to be mixed with 540g and feeds intake for diazotization is synthetic;
Nitrosyl-sulfuric acid is synthetic: throw 113g and process rear reclaim(ed) sulfuric acid and 40g concentrated nitric acid input synthesis reactor, pass into about 40g tail gas SO in 50 DEG C-60 DEG C in synthesis reactor
2after, reaction finishes, and makes 40% the nitrous acid sulfuric acid of 187.5g, synthesis yield 97.15%.
2. a cleaner production 2, the method for 5-chlorophenesic acid, is 2,5-dichlorphenamide bulk powder, dilute sulphuric acid, the synthetic diazo liquid of nitrosyl-sulfuric acid diazotization, diazo liquid pyrohydrolysis obtains the process of 2,5-chlorophenesic acid; Concrete steps are as follows:
Diazotization is synthetic: dicamba 98 produce in 2,5-chlorophenesic acid synthesis clean production technique, first by 2 of 90g, 50% dilute sulphuric acid of 5-dichlorphenamide bulk powder and 720g stirs 2 hours under reflux state, cooling reaction solution is to 0-5 DEG C, drop into 20% nitrosyl-sulfuric acid of 393g, stir 2 hours, 2, a mole proportioning for 5-dichlorphenamide bulk powder is controlled at 1:1.1, react the diazo liquid generating with nitrosyl-sulfuric acid and pass in the sulfuric acid of 60%-70% and be hydrolyzed under 150 DEG C of high temperature, obtain 2, the centrifuge dehydration after condensation separation of 5-chlorophenesic acid gas obtains solid product; The dilute sulphuric acid that hydrolysis obtains is directly applied mechanically with the synthetic dilute sulphuric acid of diazotization and is fed intake through 35% hydrogen peroxide oxidation recovery rear portion, the SO that another part and other operation produce
2it is synthetic that synthetic 20% nitrosyl-sulfuric acid of tail gas is applied to diazotization again, 2,5-chlorophenesic acid yield 96.0%;
Hydrolysis retrieval of sulfuric acid processing: the 70% left and right about 840g of hydrolysis sulfuric acid reacts with 35% hydrogen peroxide of 70g, holding temperature is 120 DEG C, insulation 8hr, insulation is complete is cooled to 60 DEG C, and 50% dilute sulphuric acid that the reclaim(ed) sulfuric acid 514.5g after oxidation adds 205.5g water to be mixed with 720g feeds intake for diazotization is synthetic;
Nitrous acid sulfuric acid is synthetic: throw reclaim(ed) sulfuric acid and 42g concentrated nitric acid after 325g oxidation and enter synthesis reactor, in 50 DEG C-60 DEG C to the SO that passes into about 42g in synthesis reactor
2after, reaction finishes, and makes 20% the nitrous acid sulfuric acid of 393g, synthesis yield 96.1%.
3. a cleaner production 2, the method for 5-chlorophenesic acid, is 2,5-dichlorphenamide bulk powder, dilute sulphuric acid, the synthetic diazo liquid of nitrosyl-sulfuric acid diazotization, diazo liquid pyrohydrolysis obtains the process of 2,5-chlorophenesic acid; Concrete steps are as follows:
Diazotization is synthetic: dicamba 98 produce in 2,5-chlorophenesic acid synthesis clean production technique, first by 2 of 90g, 40% dilute sulphuric acid of 5-dichlorphenamide bulk powder and 810g stirs 2 hours under reflux state, cooling reaction solution is to 0-5 DEG C, drop into 142.3g60% nitrosyl-sulfuric acid, stir 2 hours, 2, a mole proportioning for 5-dichlorphenamide bulk powder is controlled at 1:1.2, react the diazo liquid generating with nitrosyl-sulfuric acid and pass in the sulfuric acid of 60%-70% and be hydrolyzed under 170 DEG C of high temperature, obtain 2, the centrifuge dehydration after condensation separation of 5-chlorophenesic acid gas obtains solid product; The dilute sulphuric acid that hydrolysis obtains is directly applied mechanically with the synthetic dilute sulphuric acid of diazotization and is fed intake through chloroform extraction recovery rear portion, the SO that another part and other operation produce
2it is synthetic that synthetic 60% nitrosyl-sulfuric acid of tail gas is applied to diazotization again, 2,5-chlorophenesic acid yield 96.8%;
The processing of hydrolysis retrieval of sulfuric acid: the 70% left and right hydrolysis about 525g of sulfuric acid and 200g chloroform extraction, 40% dilute sulphuric acid that adds 345g water to be mixed with 810g the reclaim(ed) sulfuric acid 465g after extraction feeds intake for diazotization is synthetic;
Nitrous acid sulfuric acid is synthetic: throw reclaim(ed) sulfuric acid and 42.7g concentrated nitric acid after 60g extraction and enter synthesis reactor, in 50 DEG C-60 DEG C to the SO that passes into about 42.7g in synthesis reactor
2after, reaction finishes, and makes 60% the nitrous acid sulfuric acid of 142.3g, synthesis yield 97.7%.
4. a cleaner production 2, the method for 5-chlorophenesic acid, is 2,5-dichlorphenamide bulk powder, dilute sulphuric acid, the synthetic diazo liquid of nitrosyl-sulfuric acid diazotization, diazo liquid pyrohydrolysis obtains the process of 2,5-chlorophenesic acid; Concrete steps are as follows:
Diazotization is synthetic: dicamba 98 produce in 2,5-chlorophenesic acid synthesis clean production technique, first by 2 of 90g, 30% dilute sulphuric acid of 5-dichlorphenamide bulk powder and 1080g stirs 2 hours under reflux state, cooling reaction solution is to 0-5 DEG C, drop into 136.4g60% nitrosyl-sulfuric acid, stir 2 hours, 2, a mole proportioning for 5-dichlorphenamide bulk powder is controlled at 1:1.15, react the diazo liquid generating with nitrosyl-sulfuric acid and pass in the sulfuric acid of 60%-70% and be hydrolyzed under the high temperature of 140 DEG C, obtain 2, the centrifuge dehydration after condensation separation of 5-chlorophenesic acid gas obtains solid product; The dilute sulphuric acid that hydrolysis obtains is directly applied mechanically with the synthetic dilute sulphuric acid of diazotization and is fed intake through chloroform extraction recovery rear portion, the SO that another part and other operation produce
2it is synthetic that synthetic 60% nitrosyl-sulfuric acid of tail gas is applied to diazotization again, 2,5-chlorophenesic acid yield 97.2%;
The processing of hydrolysis retrieval of sulfuric acid: the 70% left and right hydrolysis about 525g of sulfuric acid and 200g xylene extraction, 30% dilute sulphuric acid that adds 615g water to be mixed with 1080g the reclaim(ed) sulfuric acid 465g after extraction feeds intake for diazotization is synthetic;
Nitrous acid sulfuric acid is synthetic: throw reclaim(ed) sulfuric acid and 42.7g concentrated nitric acid after 51g extraction and enter synthesis reactor, in 50 DEG C-60 DEG C to the SO that passes into about 42.7g in synthesis reactor
2after, reaction finishes, and makes 60% the nitrous acid sulfuric acid of 136.4g, synthesis yield 97.5%.
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| US9695114B2 (en) | 2013-12-18 | 2017-07-04 | Monsanto Technology Llc | Processes for the diazotization of 2,5-dichloroanilines |
| CN104744217A (en) * | 2013-12-27 | 2015-07-01 | 江苏扬农化工集团有限公司 | Hydroquinone synthesis method |
| CN104557473A (en) * | 2015-01-09 | 2015-04-29 | 山东潍坊润丰化工股份有限公司 | Method for producing halogenated phenylamine from halogenated aniline through diazotization |
| CN105085278A (en) * | 2015-08-07 | 2015-11-25 | 常州大学 | Method for preparing 2-methyl-1-substituted phenyl-2-propyl amine compound |
| CN105330574B (en) * | 2015-09-22 | 2017-10-24 | 大连理工大学 | Spent acid processing method after a kind of alkalescent arylamine diazo-reaction |
| CN106083530B (en) * | 2016-06-12 | 2019-02-26 | 江苏扬农化工集团有限公司 | A method of synthesis 2,5- chlorophenesic acid |
| CN109456150A (en) * | 2018-10-25 | 2019-03-12 | 浙江林江化工股份有限公司 | A kind of synthetic method of 3,4,5-Trifluoro phenol |
| CN111072492A (en) * | 2019-11-29 | 2020-04-28 | 浙江工业大学 | Method for synthesizing 3,4-dichloro-2-amino-5-fluorobiphenyl |
| CN113004138B (en) * | 2019-12-18 | 2023-08-29 | 江苏优士化学有限公司 | Clean production process of tetrafluoroterephthalic acid |
| CN112500295A (en) * | 2020-10-30 | 2021-03-16 | 德兴市德邦化工有限公司 | Production process of 3, 5-dichloronitrobenzene |
| CN113845405B (en) * | 2021-10-18 | 2022-12-13 | 江苏快达农化股份有限公司 | Method for continuously synthesizing diflufenican intermediate m-trifluoromethylphenol |
| CN114272738A (en) * | 2021-12-29 | 2022-04-05 | 南京理工大学 | Method for recycling nitrogen oxide gas in diazotization reaction process |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1830943A (en) * | 2006-03-27 | 2006-09-13 | 江苏生花农药有限公司 | Improved diazotization process for producing Mediben |
| CN1869004A (en) * | 2005-05-24 | 2006-11-29 | 浙江龙盛集团股份有限公司 | Monoazo compound, preparation method and application thereof |
-
2012
- 2012-11-26 CN CN201210486961.9A patent/CN102964221B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1869004A (en) * | 2005-05-24 | 2006-11-29 | 浙江龙盛集团股份有限公司 | Monoazo compound, preparation method and application thereof |
| CN1830943A (en) * | 2006-03-27 | 2006-09-13 | 江苏生花农药有限公司 | Improved diazotization process for producing Mediben |
Non-Patent Citations (2)
| Title |
|---|
| 2,5-二氯苯酚制备新工艺;陆志勋等;《化工生产与技术》;20100425;第17卷(第2期);16-17，32 * |
| 陆志勋等.2 5-二氯苯酚制备新工艺.《化工生产与技术》.2010 |
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