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Preparation and application of a new type of aryloxyphenoxycarboxylate derivatives soluble in water and oil

A technology of aryloxyphenoxycarboxylic acid and esters, which is applied to the preparation and herbicidal activity of novel aryloxyphenoxycarboxylic acid ester derivatives. It can solve the problems of preparation processing difficulties and achieve the effects of growth control, good herbicidal activity and broad spectrum

Active Publication Date: 2016-02-17
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, they are difficult to process in the application process, and generally can only be processed into low-content emulsifiable concentrates, and a large amount of additives need to be added in order to improve their adhesion on crops and improve their bioavailability

Method used

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  • Preparation and application of a new type of aryloxyphenoxycarboxylate derivatives soluble in water and oil
  • Preparation and application of a new type of aryloxyphenoxycarboxylate derivatives soluble in water and oil
  • Preparation and application of a new type of aryloxyphenoxycarboxylate derivatives soluble in water and oil

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example

[0054] Synthesis of Compound 1:

[0055] 1.

[0056]

[0057] Add III (R type, 18.64g, 0.05mol, commercially available) and 40mlTHF into a 250ml reaction flask, stir until completely dissolved, add 2.2g of sodium hydroxide in 40ml of aqueous solution dropwise, stir at room temperature for 4 hours, stop stirring, and filter with suction Insoluble matter was filtered off, THF was removed under reduced pressure, and the aqueous solution was acidified with dilute hydrochloric acid to obtain 16.3 g of white solid (III-1).

[0058] 2.

[0059]

[0060] Add III-1 (1.72g, 0.005mol) and 15ml of dichloromethane into a 50ml reaction flask, add thionyl chloride (1.18g, 0.01mol) and 2 drops of DMF under stirring, heat to reflux for 5 hours, and precipitate to obtain a yellow color Oil (III-2) 1.70g.

[0061] 3.

[0062]

[0063] Add III-2 (1.70g, 0.0047mol) into a 50ml reaction flask, add 10ml of dichloromethane and stir to dissolve, add dropwise morpholine propanol (0.70g), t...

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Abstract

The invention discloses preparation and application research of oil-soluble and water-soluble aryloxy phenoxy carboxylic acids and carboxylate compounds. As shown in general formulae (I, II), n is equal to 0, 1, 2, 3, 4, 5, or the like, or (CH2)n and represents a branched alkyl; Y represents Cl-, Br-, F-, I-, AcO-, acetyl salicylate radical, a citrate radical, salicylate radical, p-toluenesulfonate radical, hydrogen sulfate radical, or other negative ions; R1 represents alkyl with 1-6 carbon atoms, alkoxy with 1-6 carbon atoms, alkenyl with 1-6 carbon atoms, or aryl; R2 represent alkyl with 1-6 carbon atoms, alkoxy with 1-6 carbon atoms, alkenyl with 1-6 carbon atoms, or aryl; or R1 and R2 adopt the following structure; and Ar is one of the following groups.

Description

Technical field: [0001] The invention relates to the preparation and herbicidal activity of a novel aryloxyphenoxycarboxylate derivative which is compatible with water and oil. . Background technique: [0002] The traditional pesticide dosage forms are mainly emulsifiable concentrate, wettable powder, powder and granule. With the research and development of new pesticide dosage forms, it will develop in the direction of water, water emulsion and microemulsion in the future. From this development trend, This puts forward higher requirements for the new pesticide molecules that are about to be successfully developed. Not only must they be highly efficient, low-toxic, safe and environmentally friendly, but also hope that the drug molecules have a certain water solubility. It can be used directly as an aqueous preparation, which can not only reduce the production cost but also reduce the environmental pollution caused by the addition of a large amount of solvents, surfactants, ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D241/44C07D295/088C07C255/54C07C253/30A01N43/60A01N39/04A01P13/00
Inventor 邹小毛李伟丁会娟刘殿甲傅翠蓉杨华铮臧福坤单鹏程刘俊黄纯陈森王瑞花
Owner NANKAI UNIV
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