CN109574851A - A kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene - Google Patents
A kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J27/188—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with chromium, molybdenum, tungsten or polonium
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/34—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of chromium, molybdenum or tungsten
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
- B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
- B01J2231/4277—C-X Cross-coupling, e.g. nucleophilic aromatic amination, alkoxylation or analogues
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Abstract
The invention discloses a kind of methods that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, comprising the following steps: mixes chlorobenzene and catalyst, is heated to 50-60 DEG C, is stirred 2-4h, mixture is made；Mixture and nitric acid solution that previous step is prepared are separately added into micro passage reaction, after carrying out nitration reaction in micro passage reaction, is flowed out from outlet, stands for 24 hours, take lower liquid, pass it through washing, neutralized, dinitrofluorobenzene is made after dry；A large amount of spent acid will not be generated in the present processes production process, it is environmentally protective, and reaction selectivity with higher, purity 2,4-dinitrochlorobenzene with higher is prepared, and react yield with higher.
Description
Technical field
The present invention relates to aromatic ring nitration fields, prepare dinitro-chlorine more particularly to a kind of ionic liquid-catalyzed Chlorobenzene Nitration
The method of benzene.
Background technique
Nitration reaction is most one of universal, the organism unit reaction found earliest, is that the C into organic compound molecule is former
Introducing-NO on son2Reaction.The nitrification of aromatic compound is an important organic reaction, and the nitration product of aromatic hydrocarbons is one
The important industrial chemicals of class, may be used as the intermediate of explosive, pesticide, medicine, dyestuff etc..Dinitrofluorobenzene share 6 kinds it is different
Structure body, it is industrial a large amount of it is desirable that 2,4-dinitrochlorobenzene.2,4-dinitrochlorobenzene is among the important organic chemical industry of one kind
Body product is mainly used in and prepares the fields such as dyestuff, medicine, pesticide and photograph auxiliary agent, and its derived product is numerous, has
Higher added value.
Current aromatic nitration generallys use traditional nitric-sulfuric acid nitrification process, but its there are some drawbacks: (1) produced
Journey is dangerous, since nitration reaction is a kind of quick strong exothermal reaction process, easily causes temperature to be ascended to heaven, overflow is even exploded
The phenomenon that；(2) it will cause environmental pollution, nitric-sulfuric acid technique can generate acid waste water largely containing organic matter, cause tight
The environmental pollution of weight；(2) aromatic hydrocarbons Regioselective Nitration problem.Therefore, selection control more accurate, stabilizing energy-saving nitrification system
System and highly selective green nitration technology, are the key that solve the problems, such as aromatic nitration.
Green nitration research has been achieved for many progress, and major technique includes solid acid catalysis liquid phase green nitre
Change, solid acid catalysis gas phase green nitration, Louis acid catalysis liquid phase green nitration, liquid acid/nitric acid salt system liquid phase
Green nitration etc. in green nitration, ionic liquid.Wherein solid acid catalysis green nitration completely eliminates spent acid
Pollution, and the separation and recycling of solid acid catalyst are easy, while acid active sites and substrate or nitrating agent on solid acid
Synergistic effect has apparent difference, significantly affects so that it has the regioselectivity of nitration product, and solid acid includes viscous
Great soil group catalyst, molecular sieve catalyst, metal oxide-type catalyst, heteropolyacid catalyst.
Ionic liquid is mainly to be made of organic cation and inorganic or organic anion in room temperature or close at room temperature
The salt being in a liquid state is a kind of new and effective green catalyst and solvent, have non-volatility thermal stability is high, fusing point is low,
Boiling point is high, refractive index is high, is easy to the advantages that recycling, and is widely used in various organic reactions.The type of ionic liquid
It is various, change the various combination of cation and anion, can be designed that various ionic liquids.The property of ionic liquid
It can be adjusted by changing or modifying zwitterion, such as fusing point, viscosity, hydrophobicity and acidity etc..But to ion
The research of liquid is not yet accomplished scale production there is also very various deficiencies, thus to ionic liquid carry out research make it
Large-scale industrial production is adapted to be of great significance.
Chinese patent CN201410243113.4 discloses a kind of production method of high-purity 2,4-dinitrochlorobenzene, is related to
Chemical technology field puts into nitric-sulfuric acid in nitrating pot, and paranitrochlorobenzene, uniform stirring, paranitrochlorobenzene drop is then added dropwise
After adding, nitrification temperature in the kettle is risen to 105 DEG C, stops stirring, spent acid is divided into extraction pot, extraction by static layering
The organic matter extracted in acid after remaining nitric acid reaction is added in para-nitrochloro-benzene and spent acid after finishing into extraction pot, has extracted
Static layering after finishing, spent acid input concentration section, carry out concentration rear enclosure and use, and paranitrochlorobenzene recycling extracted is used as lower batch of nitre
Change feeds intake, and the qualified nitrification liquid investment that nitrating pot is separated neutralizes water washing pan, the Na added2CO3·10H2O is washed till neutrality, stops
Stirring, static layering obtain finished product.But this method still has spent acid generation, has some environmental issues, is unable to satisfy current
Environmental requirement.
Summary of the invention
The object of the present invention is to provide a kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, this method
A large amount of spent acid will not be generated in production process, it is environmentally protective, and reaction selectivity with higher, prepare have compared with
High purity 2,4-dinitrochlorobenzene, and react yield with higher.
To achieve the above object, the invention adopts the following technical scheme:
A kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, comprising the following steps:
(1) chlorobenzene and catalyst are mixed, is heated to 50-60 DEG C, is stirred 2-4h, mixture is made；
(2) mixture and nitric acid solution that previous step is prepared are separately added into micro passage reaction, in microchannel
It after carrying out nitration reaction in reactor, is flowed out from outlet, stands for 24 hours, take lower liquid, pass it through washing, neutralized, after dry
Dinitrofluorobenzene is made；
The preparation method of the catalyst, comprising the following steps:
(1) by NaMoO4It is added to the water, Na is added after being completely dissolved2HPO4Aqueous solution, after mixing evenly, heat, reflux
45-60min is reacted, 60-70 DEG C is cooled to later, WO is added thereto under stirring condition3With the mixed liquor of sodium carbonate, reaction
After 45-60min, addition sulphur acid for adjusting pH is 1-2, is cooled to room temperature under stirring condition, and mixed solution is made；
(2) ether is added in the mixed solution of step (1) preparation, after mixing evenly, sulfuric acid solution is added, it is lasting to stir
15-20min is reacted, stirring is stopped, standing 1h, takes middle layer object, water is added after mixing in evaporation under reduced pressure removed ether, dries
Dry, recrystallization dries and heteropoly phosphorus molybdenum tungstic acid is made；
(3) pyridine and 1,3-propane sultone are mixed and is added in reaction kettle, it is lasting to stir controlled at 30-50 DEG C
Reaction to being fully cured, washed later with ethyl alcohol, vacuum drying prepares white solid, backward solid on agitation and dropping it is dense
Sulfuric acid after insulation reaction 2-3h, is dried in vacuo and ionic liquid is made controlled at 60-80 DEG C；
(4) ionic liquid is mixed with the heteropoly acid of preparation and is added in ethyl alcohol, controlled at 60-70 DEG C, sustained response
36-48h is centrifugated after the reaction was completed, takes upper layer substance, and the catalyst is made in drying.
Preferably, the usage amount mass ratio of chlorobenzene and catalyst is 10-17:1.
Preferably, the mass concentration of nitric acid solution is 70%-80% in the method for preparing dinitrofluorobenzene；Chlorine nitrate
The usage amount molar ratio of benzene and nitric acid is 1:1.2-2.1.
Preferably, NaMoO4And Na2HPO4Usage amount molar ratio be 10:1, NaMoO4And WO3Usage amount molar ratio be
5:1。
Preferably, the WO3Concentration with sodium carbonate in the mixed liquor of sodium carbonate is 0.7-1.5mol/L.
Preferably, sulfuric acid solution mass concentration is 40% in the method for preparing catalyst step (2), and sulfuric acid solution makes
The volume ratio of mixed solution is 1:1 in dosage and step (1).
Preferably, pyridine in the method for preparing catalyst step (3), 1,3-propane sultone and the concentrated sulfuric acid usage amount
Molar ratio is 1:1:1.
Preferably, the usage amount molar ratio of the ionic liquid and heteropoly acid is 5:1.
The invention has the advantages that
1, catalyst is prepared using heteropoly acid and ionic liquid, both with heteropoly acid and ionic liquid catalytic action, make
Obtaining has higher selectivity in nitrifying process, chlorobenzene can be become dinitrofluorobenzene by nitrification by primary first-order equation, and
Wherein 2,4-dinitrochlorobenzene accounts for relatively high, effectively raises the conversion ratio of chlorobenzene.
2, the preparation method of heteropoly acid ionic liquid is simple in the application, and recycles simplicity, and can be repeated several times makes
With having saved production cost, improved economic well-being of workers and staff.
3, it is generated in the nitrifying process of the application without a large amount of spent acid, large-scale pollution will not be generated, it is environmentally protective,
It can satisfy the environmental requirement in industrial production, industrial production prospect with higher.
Specific embodiment
In order to better understand the present invention, below by embodiment, the present invention is further described, and embodiment is served only for solving
The present invention is released, any restriction will not be constituted to the present invention.
Embodiment 1
A kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, comprising the following steps:
(1) chlorobenzene and catalyst are mixed, usage amount mass ratio is 10:1, is heated to 50 DEG C, is stirred 2h, is made mixed
Close object；
(2) mixture and nitric acid solution that previous step is prepared are separately added into micro passage reaction, nitric acid solution
Mass concentration be 70%；The usage amount molar ratio of nitric acid chlorobenzene and nitric acid is 1:1.2, controls temperature at 60 DEG C, in microchannel
It after carrying out nitration reaction in reactor, is flowed out from outlet, stands for 24 hours, take lower liquid, pass it through washing, neutralized, after dry
Dinitrofluorobenzene is made；
The preparation method of the catalyst, comprising the following steps:
(1) by NaMoO4It is added to the water, Na is added after being completely dissolved2HPO4Aqueous solution, after mixing evenly, heat, reflux
50min is reacted, 60 DEG C is cooled to later, WO is added under stirring condition thereto3With the mixed liquor of sodium carbonate, wherein sodium carbonate
Concentration is 0.9mol/L, NaMoO4And Na2HPO4Usage amount molar ratio be 10:1, NaMoO4And WO3Usage amount molar ratio be
5:1, after reacting 50min, it is 2 that sulphur acid for adjusting pH, which is added, is cooled to room temperature under stirring condition, and mixed solution is made；
(2) ether is added in the mixed solution of step (1) preparation, after mixing evenly, sulfuric acid solution, sulfuric acid solution is added
Mass concentration is 40%, and the volume ratio of mixed solution is 1:1 in the usage amount of sulfuric acid solution and step (1), is persistently stirred to react
20min stops stirring, stands 1h, takes middle layer object, and water is added after mixing in evaporation under reduced pressure removed ether, and drying is tied again
Crystalline substance dries and heteropoly phosphorus molybdenum tungstic acid is made；
(3) pyridine and 1,3-propane sultone are mixed and is added in reaction kettle, it is lasting to stir controlled at 30-50 DEG C
Reaction to being fully cured, washed later with ethyl alcohol, vacuum drying prepares white solid, backward solid on agitation and dropping it is dense
Sulfuric acid, the usage amount molar ratio of pyridine, 1,3-propane sultone and the concentrated sulfuric acid are 1:1:1, controlled at 70 DEG C, insulation reaction
After 3h, it is dried in vacuo and ionic liquid is made；
(4) ionic liquid is mixed with the heteropoly acid of preparation and is added in ethyl alcohol, the usage amount of ionic liquid and heteropoly acid is rubbed
You are than being 5:1, and controlled at 60 DEG C, sustained response 48h is centrifugated after the reaction was completed, takes upper layer substance, dries, and is made
The catalyst.
The yield to dinitrofluorobenzene of preparation is 93.4%, and wherein mass fraction shared by 2,4-dinitrochlorobenzene is
99.0%.
Embodiment 2
A kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, comprising the following steps:
(1) chlorobenzene and catalyst are mixed, usage amount mass ratio is 17:1, is heated to 60 DEG C, is stirred 4h, is made mixed
Close object；
(2) mixture and nitric acid solution that previous step is prepared are separately added into micro passage reaction, nitric acid solution
Mass concentration be 80%；The usage amount molar ratio of nitric acid chlorobenzene and nitric acid is 1:2.1, controls temperature at 80 DEG C, in microchannel
It after carrying out nitration reaction in reactor, is flowed out from outlet, stands for 24 hours, take lower liquid, pass it through washing, neutralized, after dry
Dinitrofluorobenzene is made；
The preparation method of the catalyst, it is same as Example 1.
The yield to dinitrofluorobenzene of preparation is 94.1%, and wherein mass fraction shared by 2,4-dinitrochlorobenzene is
99.1%.
Embodiment 3
A kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, comprising the following steps:
(1) chlorobenzene and catalyst are mixed, usage amount mass ratio is 10:1, is heated to 60 DEG C, is stirred 2h, is made mixed
Close object；
(2) mixture and nitric acid solution that previous step is prepared are separately added into micro passage reaction, nitric acid solution
Mass concentration be 80%；The usage amount molar ratio of nitric acid chlorobenzene and nitric acid is 1:1.2, controls temperature at 80 DEG C, in microchannel
It after carrying out nitration reaction in reactor, is flowed out from outlet, stands for 24 hours, take lower liquid, pass it through washing, neutralized, after dry
Dinitrofluorobenzene is made；
The preparation method of the catalyst, it is same as Example 1.
The yield to dinitrofluorobenzene of preparation is 94.5%, and wherein mass fraction shared by 2,4-dinitrochlorobenzene is
99.3%.
Embodiment 4
A kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, comprising the following steps:
(1) chlorobenzene and catalyst are mixed, usage amount mass ratio is 15:1, is heated to 55 DEG C, is stirred 3h, is made mixed
Close object；
(2) mixture and nitric acid solution that previous step is prepared are separately added into micro passage reaction, nitric acid solution
Mass concentration be 75%；The usage amount molar ratio of nitric acid chlorobenzene and nitric acid is 1:1.8, controls temperature at 70 DEG C, in microchannel
It after carrying out nitration reaction in reactor, is flowed out from outlet, stands for 24 hours, take lower liquid, pass it through washing, neutralized, after dry
Dinitrofluorobenzene is made；
The preparation method of the catalyst, it is same as Example 1.
The yield to dinitrofluorobenzene of preparation is 94.9%, and wherein mass fraction shared by 2,4-dinitrochlorobenzene is
99.2%.
Embodiment 5
A kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, comprising the following steps:
(1) chlorobenzene and catalyst are mixed, usage amount mass ratio is 10:1, is heated to 50 DEG C, is stirred 2h, is made mixed
Close object；
(2) mixture and nitric acid solution that previous step is prepared are separately added into micro passage reaction, nitric acid solution
Mass concentration be 70%；The usage amount molar ratio of nitric acid chlorobenzene and nitric acid is 1:1.2, controls temperature at 60 DEG C, in microchannel
It after carrying out nitration reaction in reactor, is flowed out from outlet, stands for 24 hours, take lower liquid, pass it through washing, neutralized, after dry
Dinitrofluorobenzene is made；
The preparation method of the catalyst, comprising the following steps:
(1) by NaMoO4It is added to the water, Na is added after being completely dissolved2HPO4Aqueous solution, after mixing evenly, heat, reflux
50min is reacted, 60 DEG C is cooled to later, WO is added under stirring condition thereto3With the mixed liquor of sodium carbonate, wherein sodium carbonate
Concentration is 0.9mol/L, NaMoO4And Na2HPO4Usage amount molar ratio be 10:1, NaMoO4And WO3Usage amount molar ratio be
5:1, after reacting 50min, it is 2 that sulphur acid for adjusting pH, which is added, is cooled to room temperature under stirring condition, and mixed solution is made；
(2) ether is added in the mixed solution of step (1) preparation, after mixing evenly, sulfuric acid solution, sulfuric acid solution is added
Mass concentration is 40%, and the volume ratio of mixed solution is 1:1 in the usage amount of sulfuric acid solution and step (1), is persistently stirred to react
20min stops stirring, stands 1h, takes middle layer object, and water is added after mixing in evaporation under reduced pressure removed ether, and drying is tied again
Crystalline substance dries and heteropoly phosphorus molybdenum tungstic acid, the as described catalyst is made.
The yield to dinitrofluorobenzene of preparation is 50.5%, and wherein mass fraction shared by 2,4-dinitrochlorobenzene is
81.6%.
Embodiment 6
A kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, comprising the following steps:
(1) chlorobenzene and catalyst are mixed, usage amount mass ratio is 10:1, is heated to 50 DEG C, is stirred 2h, is made mixed
Close object；
(2) mixture and nitric acid solution that previous step is prepared are separately added into micro passage reaction, nitric acid solution
Mass concentration be 70%；The usage amount molar ratio of nitric acid chlorobenzene and nitric acid is 1:1.2, controls temperature at 60 DEG C, in microchannel
It after carrying out nitration reaction in reactor, is flowed out from outlet, stands for 24 hours, take lower liquid, pass it through washing, neutralized, after dry
Dinitrofluorobenzene is made；
The preparation method of the catalyst, comprising the following steps:
Pyridine and 1,3-propane sultone are mixed and are added in reaction kettle, controlled at 30-50 DEG C, is persistently stirred to react
To being fully cured, washed later with ethyl alcohol, vacuum drying prepares white solid, backward solid on the dense sulphur of agitation and dropping
Acid, the usage amount molar ratio of pyridine, 1,3-propane sultone and the concentrated sulfuric acid are 1:1:1, controlled at 70 DEG C, insulation reaction 3h
Afterwards, it is dried in vacuo and ionic liquid is made.
The yield to dinitrofluorobenzene of preparation is 40.7%, and wherein mass fraction shared by 2,4-dinitrochlorobenzene is
73.9%.
Claims (8)
1. a kind of method that ionic liquid-catalyzed Chlorobenzene Nitration prepares dinitrofluorobenzene, it is characterised in that: the following steps are included:
(1) chlorobenzene and catalyst are mixed, is heated to 50-60 DEG C, is stirred 2-4h, mixture is made；
(2) mixture and nitric acid solution that previous step is prepared are separately added into micro passage reaction, are answered in microchannel plate
It after carrying out nitration reaction in device, is flowed out from outlet, stands for 24 hours, take lower liquid, pass it through washing, neutralized, is made after dry
Dinitrofluorobenzene；
The preparation method of the catalyst, comprising the following steps:
(1) by NaMoO4It is added to the water, Na is added after being completely dissolved2HPO4Aqueous solution, after mixing evenly, heating, back flow reaction
45-60min is cooled to 60-70 DEG C later, WO is added thereto under stirring condition3With the mixed liquor of sodium carbonate, 45- is reacted
After 60min, addition sulphur acid for adjusting pH is 1-2, is cooled to room temperature under stirring condition, and mixed solution is made；
(2) ether is added in the mixed solution of step (1) preparation, after mixing evenly, sulfuric acid solution is added, is persistently stirred to react
15-20min stops stirring, stands 1h, takes middle layer object, and water is added after mixing in evaporation under reduced pressure removed ether, dries, weight
Crystallization dries and heteropoly phosphorus molybdenum tungstic acid is made；
(3) pyridine and 1,3-propane sultone are mixed and is added in reaction kettle, controlled at 30-50 DEG C, is persistently stirred to react
To being fully cured, washed later with ethyl alcohol, vacuum drying prepares white solid, backward solid on the dense sulphur of agitation and dropping
Acid after insulation reaction 2-3h, is dried in vacuo and ionic liquid is made controlled at 60-80 DEG C；
(4) ionic liquid is mixed with the heteropoly acid of preparation and is added in ethyl alcohol, controlled at 60-70 DEG C, sustained response 36-
48h is centrifugated after the reaction was completed, takes upper layer substance, and the catalyst is made in drying.
2. the method that ionic liquid-catalyzed Chlorobenzene Nitration according to claim 1 prepares dinitrofluorobenzene, it is characterised in that:
The usage amount mass ratio of chlorobenzene and catalyst is 10-17:1.
3. the method that ionic liquid-catalyzed Chlorobenzene Nitration according to claim 1 prepares dinitrofluorobenzene, it is characterised in that:
The mass concentration of nitric acid solution is 70%-80% in the method for preparing dinitrofluorobenzene；The use of nitric acid chlorobenzene and nitric acid
Amount molar ratio is 1:1.2-2.1.
4. the method that ionic liquid-catalyzed Chlorobenzene Nitration according to claim 1 prepares dinitrofluorobenzene, it is characterised in that:
NaMoO4And Na2HPO4Usage amount molar ratio be 10:1, NaMoO4And WO3Usage amount molar ratio be 5:1.
5. the method that ionic liquid-catalyzed Chlorobenzene Nitration according to claim 1 prepares dinitrofluorobenzene, it is characterised in that:
The WO3Concentration with sodium carbonate in the mixed liquor of sodium carbonate is 0.7-1.5mol/L.
6. the method that ionic liquid-catalyzed Chlorobenzene Nitration according to claim 1 prepares dinitrofluorobenzene, it is characterised in that:
Sulfuric acid solution mass concentration is 40% in the method for preparing catalyst step (2), in the usage amount of sulfuric acid solution and step (1)
The volume ratio of mixed solution is 1:1.
7. the method that ionic liquid-catalyzed Chlorobenzene Nitration according to claim 1 prepares dinitrofluorobenzene, it is characterised in that:
The usage amount molar ratio of pyridine, 1,3-propane sultone and the concentrated sulfuric acid is 1:1:1 in the method for preparing catalyst step (3).
8. the method that ionic liquid-catalyzed Chlorobenzene Nitration according to claim 1 prepares dinitrofluorobenzene, it is characterised in that:
Preferably, the usage amount molar ratio of the ionic liquid and heteropoly acid is 5:1.
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| CN112707823A (en) * | 2020-12-30 | 2021-04-27 | 东营安诺其纺织材料有限公司 | Green, safe, efficient and continuous 2, 4-dinitrochlorobenzene production system and method |
| CN112707822A (en) * | 2020-12-30 | 2021-04-27 | 东营安诺其纺织材料有限公司 | Method for preparing 2, 4-dinitrochlorobenzene by one-step adiabatic continuous nitration of chlorobenzene |
| CN114805078A (en) * | 2022-02-11 | 2022-07-29 | 上海农帆生物科技有限公司 | Method for preparing 2,3, 4-trichloronitrobenzene by micro-channel nitration reaction |
| CN115160141A (en) * | 2021-04-01 | 2022-10-11 | 浙江省常山长盛化工有限公司 | Method for producing 2,4-dinitrochlorobenzene by one-step nitration of chlorobenzene |
| CN115353458A (en) * | 2022-07-08 | 2022-11-18 | 上海农帆生物科技有限公司 | Method for preparing aclonifen |
| CN117603097A (en) * | 2023-11-29 | 2024-02-27 | 安徽泽升科技股份有限公司 | Method for rapidly preparing 2-bromo-5-nitrobenzenesulfonyl chloride |
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