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Binuclear pyridine acid ionic liquid, and preparation method and application thereof

The technology of ionic liquid and binuclear pyridine is applied in the field of preparation of binuclear pyridine acid ionic liquid, which can solve the problems of low herbicidal activity and high toxicity of herbicides, and achieve the effects of non-volatile migration, high-efficiency weeding, and simple and easy-to-operate preparation method.

Pending Publication Date: 2021-08-20
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Purpose of the invention: The present invention aims at the problems of low herbicidal activity and high toxicity of herbicides in the prior art, and provides a binucleic acid ionic liquid; also provides a preparation method and application of the above binucleic acid ionic liquid

Method used

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  • Binuclear pyridine acid ionic liquid, and preparation method and application thereof
  • Binuclear pyridine acid ionic liquid, and preparation method and application thereof
  • Binuclear pyridine acid ionic liquid, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] N,N,N,N 3 ,N 3 ,N 3 -Bis-(triethyl)-propylene-bis(bis-3,6-dichloropyridine) salt (C 3 [N 222 ] 2 [Py] 2 ) can be used for field weeding, and has special effects on leguminous and compositae perennial weeds, and can be used in spring rapeseed fields, winter rapeseed fields and corn fields.

[0030] Preparation C 3 [N 222 ] 2 [Py] 2 ) The reaction equation is as follows:

[0031]

[0032] Preparation of hydrophilic brominated ionic liquid: In a 250ml round-bottomed flask equipped with a reflux magnet, add 0.05mol of triethylamine, 0.02mol of 1,3-dibromopropane, and 40mL of ethanol in sequence, heat and stir to reflux, and control the temperature 80°C, reacted for 48 hours, removed the solvent by rotary evaporation, dried in vacuum at -0.1MPa, 60°C for 48 hours, and obtained 7.69g of the product, N,N,N,N 3 ,N 3 ,N 3 -Bis-(triethyl)propylene dibromide (C 3 [N 222 ] 2 [Br] 2 ) Yield 94.7%.

[0033] The step of the binuclear ionic liquid diammonium hydrox...

Embodiment 2

[0036] N,N,N,N 4 ,N 4 ,N 4 -Bis-(triethyl)-butylene-bis(bis-3,6-dichloropyridine) salt (C 4 [N 222 ] 2 [Py] 2 ) can be used for field weeding, and has special effects on leguminous and compositae perennial weeds, and can be used in spring rapeseed fields, winter rapeseed fields and corn fields.

[0037] Preparation C 4 [N 222 ] 2 [Py] 2 ) The reaction equation is as follows:

[0038]

[0039] Preparation of hydrophilic brominated ionic liquid: In a 250ml round-bottomed flask equipped with a reflux magnet, add 0.05mol of triethylamine, 0.02mol of 1,4-dibromobutane, and 40mL of ethanol in sequence, heat and stir to reflux, and control Temperature 80°C, reaction for 48 hours, rotary evaporation to remove solvent, vacuum drying at 60°C for 48 hours to obtain 8.55g product, N,N,N,N 4 ,N 4 ,N 4 -Bis-(triethyl)butylene dibromide (C 4 [N 222 ] 2 [Br] 2 ) yield>99%.

[0040] The step of the binuclear ionic liquid ammonium hydroxide salt of preparation: weigh 0.015m...

Embodiment 3

[0043] N,N,N,N 5 ,N 5 ,N5 -Bis-(triethyl)-pentylidene-bis(bis-3,6-dichloropyridine) salt (C 5 [N 222 ] 2 [Py] 2 ) can be used for field weeding, and has special effects on leguminous and compositae perennial weeds, and can be used in spring rapeseed fields, winter rapeseed fields and corn fields.

[0044] Preparation C 5 [N 222 ] 2 [Py] 2 ) The reaction equation is as follows:

[0045]

[0046] Preparation of hydrophilic brominated ionic liquid: In a 250ml round-bottomed flask equipped with a reflux magnet, add 0.05mol of triethylamine, 0.02mol of 1,5-dibromopentane, and 40mL of ethanol in sequence, heat and stir to reflux, and control Temperature 80°C, reaction for 48 hours, rotary evaporation to remove solvent, vacuum drying at 60°C for 48 hours to obtain 8.31g product, N,N,N,N 5 ,N 5 ,N 5 -Bis-(triethyl)pentylene dibromide (C 5 [N 222 ] 2 [Br] 2 ) Yield 96.0%.

[0047] The step of the binuclear ionic liquid ammonium hydroxide salt of preparation: weigh 0...

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Abstract

The invention discloses a binuclear pyridine acid ionic liquid, and a preparation method and application thereof. The chemical formula of the ionic liquid is Cn [N222] 2 [Py] 2, triethylamine, dibromo alkane and 3, 6-clopyralid are used as raw materials, the binuclear pyridine acid weeding ionic liquid is obtained through an alkanization reaction, a double decomposition reaction and a neutralization reaction, and the prepared binuclear pyridine acid ionic liquid has the characteristics of being medium in water solubility, not prone to volatilization and migration, high in biological activity and the like, and when acting on herbicides in pesticide chemistry, the binuclear pyridine acid ionic liquid has efficient herbicide physicochemical properties, high herbicidal activity and low crop toxicity.

Description

Technical field [0001] The invention relates to a dinuclear pyridine acid ionic liquid, and also relates to a preparation method and application of the dinuclear pyridine acid ionic liquid. Background technique [0002] Ionic liquid is a room temperature molten salt composed of anions and cations. It has the advantages of low vapor pressure, designable structure, and wide electrochemical window. It is widely used in green solvents, catalysis, electrochemistry and other fields. [0003] In the process of agricultural production, it is often necessary to spray herbicides for field weeding to ensure the normal growth of economic crops. 3,6-Diclopyralid is a commonly used herbicide. It has low water solubility and is a white fine powder at room temperature. It is easy to use directly. Migration and spread affect the production of non-target plants in farmland and cause pollution to groundwater. Therefore, 3,6-dichloropyralid is usually marketed in the form of potassium salt. Tr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/79C07C209/12C07C209/68C07C211/63A01N43/40A01N33/12A01P13/00
CPCC07D213/79C07C209/12C07C209/68C07C211/63A01N43/40A01N33/12
Inventor 许芸卢瑞忠耿泽宇刘春杰李雨航魏梁
Owner CHINA PHARM UNIV
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