CN113801024A - Method for synthesizing bronopol from bromine chloride - Google Patents
Method for synthesizing bronopol from bromine chloride Download PDFInfo
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- CN113801024A CN113801024A CN202111208914.3A CN202111208914A CN113801024A CN 113801024 A CN113801024 A CN 113801024A CN 202111208914 A CN202111208914 A CN 202111208914A CN 113801024 A CN113801024 A CN 113801024A
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- bronopol
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- bromine chloride
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- LVDKZNITIUWNER-UHFFFAOYSA-N Bronopol Chemical compound OCC(Br)(CO)[N+]([O-])=O LVDKZNITIUWNER-UHFFFAOYSA-N 0.000 title claims abstract description 36
- 229960003168 bronopol Drugs 0.000 title claims abstract description 36
- CODNYICXDISAEA-UHFFFAOYSA-N bromine monochloride Chemical compound BrCl CODNYICXDISAEA-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 238000000034 method Methods 0.000 title claims abstract description 26
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 52
- 238000005893 bromination reaction Methods 0.000 claims abstract description 27
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 claims abstract description 21
- 238000006482 condensation reaction Methods 0.000 claims abstract description 15
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract description 8
- 230000031709 bromination Effects 0.000 claims abstract description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 239000000047 product Substances 0.000 claims description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 20
- 238000003756 stirring Methods 0.000 claims description 18
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 17
- 239000002904 solvent Substances 0.000 claims description 14
- 239000008098 formaldehyde solution Substances 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- JPOXNPPZZKNXOV-UHFFFAOYSA-N bromochloromethane Chemical compound ClCBr JPOXNPPZZKNXOV-UHFFFAOYSA-N 0.000 claims description 8
- 239000012043 crude product Substances 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 238000000926 separation method Methods 0.000 claims description 6
- -1 bromine chloride methanol Chemical compound 0.000 claims description 5
- 238000000746 purification Methods 0.000 claims description 5
- 238000001704 evaporation Methods 0.000 claims description 2
- 238000000605 extraction Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 238000001953 recrystallisation Methods 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract description 13
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract description 11
- 229910052794 bromium Inorganic materials 0.000 abstract description 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract description 8
- 229910052801 chlorine Inorganic materials 0.000 abstract description 8
- 239000000460 chlorine Substances 0.000 abstract description 8
- 238000007031 hydroxymethylation reaction Methods 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000003786 synthesis reaction Methods 0.000 abstract description 4
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract description 2
- 239000013067 intermediate product Substances 0.000 abstract description 2
- 238000002360 preparation method Methods 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 62
- 230000000844 anti-bacterial effect Effects 0.000 description 7
- 239000003899 bactericide agent Substances 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000001954 sterilising effect Effects 0.000 description 3
- WZGUAQPFXNXSLC-UHFFFAOYSA-N 1-nitropropane-1,2-diol Chemical compound [N+](=O)([O-])C(C(C)O)O WZGUAQPFXNXSLC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- DNPRVXJGNANVCZ-UHFFFAOYSA-N bromo(nitro)methane Chemical compound [O-][N+](=O)CBr DNPRVXJGNANVCZ-UHFFFAOYSA-N 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- FQEPHIZROZSUOU-UHFFFAOYSA-N 1-nitropropane-1,1-diol Chemical compound CCC(O)(O)[N+]([O-])=O FQEPHIZROZSUOU-UHFFFAOYSA-N 0.000 description 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- 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
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
Abstract
The invention discloses a method for synthesizing bronopol from bromine chloride, which comprises the following steps: premixing reaction liquid; (ii) a condensation reaction; (iii) bromination; (iv) concentrating; (v) isolating; and (vi) purifying. The invention uses nitromethane as raw material, uses bromine chloride synthesized by chlorine and bromine and nitromethane to prepare bronopol, has simple preparation process and is easy for industrialization; meanwhile, the synthesis condition is improved, the chlorine gas reacts with the bromine to generate bromine chloride, the bromine chloride participates in the bromination reaction, the bromine consumption is reduced by about half, and the production cost is reduced; according to the invention, firstly, hydroxymethylation and then bromination are carried out to synthesize bronopol, and intermediate products generated by hydroxymethylation do not need to be separated, so that the second-step bromination reaction can be directly carried out, and the operation is simple and convenient; and the reaction endpoint can be determined according to the color change of the reaction, so that the excessive use of bromine chloride can be avoided.
Description
Technical Field
The invention belongs to the field of a production process of bronopol, and particularly relates to a method for synthesizing bronopol from bromine chloride.
Background
The chlorine type bactericide for domestic industrial use is used for a long time, the demand amount is more than dozens of thousands of tons, but after the treatment of chlorine, trichloromethane is easily generated in water, is a carcinogenic substance, has long half-life period and is easy to cause harm to the environment, so that various countries successively make regulations and increasingly strictly control the discharge amount of residual chlorine. At present, the trend of replacing chlorine type bactericides with bromochlorine appears in the biocide market, and the bromochlorine can improve the performance of the bactericides by several times to dozens of times and greatly reduce the dosage of the bactericides. Laboratory evaluation results show that: bromine has higher killing activity than chlorine at a pH of above 8.0; in some systems where process contamination, such as organic or ammonia contamination, is present, bromine has a higher biocidal activity than chlorine; free bromine and bromine compounds have fast decay rate and less environmental pollution. Therefore, the development of bromine series bactericides has great significance.
The bronopol is a novel brominated antiseptic, and has the trade name: broboer, molecular weight 200, dissolved in water, ethanol, acetone. In the past, the compound has been mainly used as a cosmetic preservative, and is used as a bactericide in the aspects of pesticides and medicines. Since the last 90 s, the sterilization and algae removal agent is mainly used for sterilizing and removing industrial circulating water; sterilization of paper pulp, coatings, plastics, wood cooling water circulation systems, and other industrial uses. Because it has the advantages of good water solubility, good compatibility, high efficiency and the like, and accords with the development policy of green and environmental protection, the bronopol bactericide has great development prospect.
At present, the organic synthesis process of bronopol mainly adopts the following two types:
firstly, nitromethane and formaldehyde are condensed in a methanol water solution to generate an intermediate nitro propylene glycol, and then the intermediate nitro propylene glycol and bromine are subjected to bromination reaction to obtain the product. The synthesis method has the advantages of direct bromination of the intermediate without separation, simple operation, simple equipment, low production cost and convenient industrial production. However, the condensation reaction produces byproducts, and meanwhile, the nitropropanediol is extremely unstable and difficult to separate, and the purity and the yield of the product are not high.
Secondly, the nitro methane and bromine are firstly carried out bromination reaction to prepare the monobromo nitro methane intermediate, and the pure monobromo nitro methane is directly condensed with formaldehyde to obtain the product. The synthesis method avoids the adoption of toxic, inflammable and nonpolar organic solvents, has simple process and convenient operation, and ensures that the synthesis route is more beneficial to industrialization. However, the reaction is carried out under strong alkaline conditions, the product is easy to decompose, and a lot of inorganic salts are generated in the reaction, which brings inconvenience to the product post-treatment.
Disclosure of Invention
The invention is provided for overcoming the defects in the prior art, and aims to provide a method for synthesizing bronopol from bromine chloride.
The invention is realized by the following technical scheme:
a method for synthesizing bronopol from bromine chloride comprises the following steps:
premixing the reaction solution
At the temperature of minus 10 ℃, putting the nitromethane solution into a reaction container for cooling, and then synchronously dripping the sodium hydroxide solution and water into the nitromethane solution;
(ii) condensation reaction
Dropwise adding a formaldehyde solution into the reaction completion liquid in the step (i), controlling the reaction temperature to perform condensation reaction, and continuously stirring after the dropwise adding is completed;
(iii) bromination
(iii) dropwise adding a bromine chloride methanol solution into the reaction completion liquid of the step (ii) to carry out bromination reaction, and determining a reaction end point according to the color change of the reaction liquid;
(iv) concentration
Distilling the reaction liquid under reduced pressure to completely evaporate water;
(v) separation
Extracting and separating the product obtained in the step (iv) by using a solvent to obtain a product solution, and evaporating the solvent from the product solution to obtain a crude product;
(vi) purification
And (f) recrystallizing the crude product obtained in the step (v) for multiple times by using a solvent, and drying and recrystallizing to obtain a white product, namely the bronopol.
In the technical scheme, in the premixing of the reaction liquid in the step (i), the mass fraction of the sodium hydroxide solution is 20%; controlling the reaction temperature to be-10 to-5 ℃ in the reaction process of adding the sodium hydroxide solution and water dropwise; after the completion of the dropwise addition, the mixture was stirred for 10 min.
In the above technical scheme, the reaction temperature in the condensation reaction in the step (ii) is 0 ℃ to 2 ℃, and the stirring time is 2 hours.
In the above technical solution, the mass fraction of the formaldehyde solution in the condensation reaction in the step (ii) is 37%.
In the above embodiment, the volume fraction of the bromobromohydrin methanol solution in the bromination reaction of step (iii) is 50%. The reaction temperature of the bromination reaction in the step (iii) is 5-7 ℃.
In the above technical solution, the color change of the reaction solution in the bromination reaction in the step (iii) is specifically: the solution turns into colorless solution after changing from milky white to dark brown, and then dropwise adding a plurality of drops of bromomethyl chloride solution to turn into light yellow, thus determining that the reaction is finished.
In the above technical scheme, in the step (iii) bromination reaction, stirring is continued for 15min after the reaction reaches the end point.
In the technical scheme, the volume ratio of the nitromethane solution to the sodium hydroxide solution to the water to the formaldehyde solution to the bromomethyl chloride solution is 11:36:20:30: 20.
In the above embodiment, the extraction solvent used in the separation in step (v) is an ether solution.
In the above technical solution, the recrystallization solvent used in the purification of step (vi) is water.
The invention has the beneficial effects that:
the invention provides a method for synthesizing bronopol from bromine chloride, which uses nitromethane as raw material, uses bromine chloride synthesized by chlorine and bromine and nitromethane to prepare bronopol, and has simple preparation process and easy industrialization; meanwhile, the synthesis condition is improved, the chlorine gas reacts with the bromine to generate bromine chloride, the bromine chloride participates in the bromination reaction, the bromine consumption is reduced by about half, and the production cost is reduced; according to the invention, firstly, hydroxymethylation and then bromination are carried out to synthesize bronopol, and intermediate products generated by hydroxymethylation do not need to be separated, so that the second-step bromination reaction can be directly carried out, and the operation is simple and convenient; and the reaction endpoint can be determined according to the color change of the reaction, so that the excessive use of bromine chloride can be avoided.
Detailed Description
In order to make the technical scheme of the invention better understood by those skilled in the art, the technical scheme of the method for synthesizing bronopol by bromine chloride according to the invention is further described by the following specific embodiments.
A method for synthesizing bronopol from bromine chloride comprises the following steps:
premixing the reaction solution
At the temperature of minus 10 ℃, putting the nitromethane solution into a four-neck flask for cooling, then synchronously dripping 20 percent sodium hydroxide solution and aqueous solution into the nitromethane solution, controlling the reaction temperature to minus 10 ℃ to minus (-5 ℃), and stirring for 10 minutes.
(ii) condensation reaction
Dripping 37% formaldehyde solution, controlling the reaction temperature at 0-2 ℃ to carry out condensation reaction, and stirring for 2 hours after dripping.
(iii) bromination
Dropwise adding 50% bromomethyl chloride solution to carry out bromination reaction, controlling the reaction temperature to be 5-7 ℃, controlling the end point of the reaction process, changing the color of the solution from milky white to dark brown to colorless solution, dropwise adding a plurality of drops of the solution to form light yellow, and stirring for 15 minutes.
(iv) concentration
Distilling the reaction liquid under reduced pressure to completely evaporate water;
(v) separation
Extracting and separating with diethyl ether solution to obtain product solution, and distilling to remove diethyl ether to obtain crude product.
(vi) purification
Recrystallizing for 2 times by using water as a solvent, and drying to obtain a white product, namely the bronopol.
In the technical scheme, the volume ratio of the nitromethane solution to the sodium hydroxide solution to the water to the formaldehyde solution to the bromomethyl chloride solution is 11:36:20:30: 20.
Example 1
A method for synthesizing bronopol from bromine chloride comprises the following steps:
putting a nitromethane solution into a four-neck flask for cooling at-10 ℃, then synchronously dripping a 20% sodium hydroxide solution and an aqueous solution into the nitromethane solution, controlling the reaction temperature to be-10 ℃ to (-5 ℃), and stirring for 10 minutes;
(ii) dripping 37% formaldehyde solution, controlling the reaction temperature at 0-2 ℃ for condensation reaction, and stirring for 2 hours after dripping;
(iii) dropwise adding 50% bromine chloride methanol solution to perform bromination reaction, controlling the reaction temperature to be 5-7 ℃, controlling the end point of the reaction process, changing the color of the solution from milky white to dark brown to colorless solution, dropwise adding a plurality of drops of the solution to form light yellow, and stirring for 15 minutes;
(iv) distilling the reaction finished liquid under reduced pressure, completely distilling off water, then extracting and separating by using an ether solution to obtain a product solution, and then distilling off ether to obtain a crude product.
And (v) recrystallizing for 2 times by using water as a solvent, and drying to obtain a white product, namely the bronopol.
Example 2
A method for synthesizing bronopol from bromine chloride comprises the following steps:
putting a nitromethane solution into a four-neck flask for cooling at-10 ℃, then synchronously dripping a 20% sodium hydroxide solution and an aqueous solution into the nitromethane solution, controlling the reaction temperature to be-5-0 ℃, and stirring for 10 minutes;
(ii) dripping 37% formaldehyde solution, controlling the reaction temperature at 0-2 ℃ for condensation reaction, and stirring for 2 hours after dripping;
(iii) dropwise adding 50% bromine chloride methanol solution to perform bromination reaction, controlling the reaction temperature to be 5-7 ℃, controlling the end point of the reaction process, changing the color of the solution from milky white to dark brown to colorless solution, dropwise adding a plurality of drops of the solution to form light yellow, and stirring for 15 minutes;
(iv) distilling the reaction finished liquid under reduced pressure, completely distilling off water, then extracting and separating by using an ethanol solution to obtain a product solution, and then distilling off ether to obtain a crude product.
And (v) recrystallizing for 2 times by using ethanol as a solvent, and drying to obtain a white product, namely the bronopol.
Example 3
A method for synthesizing bronopol from bromine chloride comprises the following steps:
putting a nitromethane solution into a four-neck flask for cooling at-10 ℃, then synchronously dripping a 20% sodium hydroxide solution and an aqueous solution into the nitromethane solution, controlling the reaction temperature to be-5-0 ℃, and stirring for 10 min;
(ii) dripping 37% formaldehyde solution, controlling the reaction temperature to be 0-2 ℃ for condensation reaction, and stirring for 2h after dripping;
(iii) dropwise adding a 50% bromomethyl chloride solution to perform bromination reaction, controlling the reaction temperature to be 5-7 ℃, controlling the end point of the reaction process, changing the color of the solution from milky white to dark brown to a colorless solution, dropwise adding a plurality of drops of the solution to form light yellow, and stirring for 15 min;
(iv) distilling the reaction finished liquid under reduced pressure, completely distilling off water, then extracting and separating by using an ether solution to obtain a product solution, and then distilling off ether to obtain a crude product.
And (v) recrystallizing for 2 times by using water as a solvent, and drying to obtain a white product, namely the bronopol.
The applicant declares that the above description is only a specific embodiment of the present invention, but the scope of the present invention is not limited thereto, and it should be understood by those skilled in the art that any changes or substitutions that can be easily conceived by those skilled in the art within the technical scope of the present invention are within the scope and disclosure of the present invention.
Claims (10)
1. A method for synthesizing bronopol from bromine chloride is characterized in that: the method comprises the following steps:
premixing the reaction solution
At the temperature of minus 10 ℃, putting the nitromethane solution into a reaction container for cooling, and then synchronously dripping the sodium hydroxide solution and water into the nitromethane solution;
(ii) condensation reaction
Dropwise adding a formaldehyde solution into the reaction completion liquid in the step (i), controlling the reaction temperature to perform condensation reaction, and continuously stirring after the dropwise adding is completed;
(iii) bromination
(iii) dropwise adding a bromine chloride methanol solution into the reaction completion liquid of the step (ii) to carry out bromination reaction, and determining a reaction end point according to the color change of the reaction liquid;
(iv) concentration
Distilling the reaction liquid under reduced pressure to completely evaporate water;
(v) separation
Extracting and separating the product obtained in the step (iv) by using a solvent to obtain a product solution, and evaporating the solvent from the product solution to obtain a crude product;
(vi) purification
And (f) recrystallizing the crude product obtained in the step (v) for multiple times by using a solvent, and drying and recrystallizing to obtain a white product, namely the bronopol.
2. The method for synthesizing bronopol from bromine chloride as claimed in claim 1, wherein: in the premixing of the reaction liquid in the step (i), the mass fraction of the sodium hydroxide solution is 20 percent; controlling the reaction temperature to be-10 to-5 ℃ in the reaction process of adding the sodium hydroxide solution and water dropwise; after the completion of the dropwise addition, the mixture was stirred for 10 min.
3. The method for synthesizing bronopol from bromine chloride as claimed in claim 1, wherein: and (ii) the reaction temperature in the condensation reaction of the step (ii) is 0-2 ℃, and the stirring time is 2 h.
4. The method for synthesizing bronopol from bromine chloride as claimed in claim 1, wherein: the mass fraction of the formaldehyde solution in the condensation reaction of step (ii) is 37%.
5. The method for synthesizing bronopol from bromine chloride as claimed in claim 1, wherein: the volume fraction of the bromomethyl chloride solution in the bromination reaction in the step (iii) is 50%; the reaction temperature of the bromination reaction in the step (iii) is 5-7 ℃.
6. The method for synthesizing bronopol from bromine chloride as claimed in claim 1, wherein: the color change of the reaction solution in the bromination reaction in the step (iii) is specifically as follows: the solution turns into colorless solution after changing from milky white to dark brown, and then dropwise adding a plurality of drops of bromomethyl chloride solution to turn into light yellow, thus determining that the reaction is finished.
7. The method for synthesizing bronopol from bromine chloride as claimed in claim 1, wherein: in the step (iii) bromination reaction, stirring was continued for 15min after the reaction reached the end.
8. The method for synthesizing bronopol from bromine chloride as claimed in claim 1, wherein: the volume ratio of the nitromethane solution to the sodium hydroxide solution to the water to the formaldehyde solution to the bromomethyl chloride solution is 11:36:20:30: 20.
9. The method for synthesizing bronopol from bromine chloride as claimed in claim 1, wherein: said extraction solvent used in the separation in step (v) is an ether solution.
10. The method for synthesizing bronopol from bromine chloride as claimed in claim 1, wherein: the recrystallization solvent used in the purification of step (vi) is water or ethanol.
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| CN202111208914.3A CN113801024A (en) | 2021-10-18 | 2021-10-18 | Method for synthesizing bronopol from bromine chloride |
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| CN202111208914.3A CN113801024A (en) | 2021-10-18 | 2021-10-18 | Method for synthesizing bronopol from bromine chloride |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS572242A (en) * | 1980-06-06 | 1982-01-07 | Kumiai Chem Ind Co Ltd | Preparation of 2-bromo-2-nitro-1,3-propanediol |
| CN1538949A (en) * | 2001-08-02 | 2004-10-20 | �����ɷ� | Method for cntinuous production of 2-bromo-2-nitro-1, 3-propan ediol |
| CN104926661A (en) * | 2015-05-27 | 2015-09-23 | 天津市职业大学 | Synthetic method for bronopol |
-
2021
- 2021-10-18 CN CN202111208914.3A patent/CN113801024A/en not_active Withdrawn
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS572242A (en) * | 1980-06-06 | 1982-01-07 | Kumiai Chem Ind Co Ltd | Preparation of 2-bromo-2-nitro-1,3-propanediol |
| CN1538949A (en) * | 2001-08-02 | 2004-10-20 | �����ɷ� | Method for cntinuous production of 2-bromo-2-nitro-1, 3-propan ediol |
| CN104926661A (en) * | 2015-05-27 | 2015-09-23 | 天津市职业大学 | Synthetic method for bronopol |
Non-Patent Citations (1)
| Title |
|---|
| 王孝等: "氯化溴法合成溴硝醇工艺的研究", 《盐业与化工》, vol. 41, no. 12, pages 17 - 19 * |
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