Aryloxypyrimidinyl Ethers for Selective Weed Control

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Solution Overview

Problem

Current herbicides for controlling undesirable vegetation in crops and noncrop areas are often ineffective, costly, toxic, and environmentally harmful, with a need for compounds that are more selective, cost-effective, and environmentally safer.

Innovation Solution

Development of aryloxypyrimidinyl ethers, their N-oxides, and salts, which are used in herbicidal compositions to selectively control weeds in crops such as rice, soybean, and sugar beet, by forming herbicidal mixtures with additional active ingredients like photosystem II inhibitors and auxin mimics.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing herbicides are used to control undesirable vegetation, then weed control is achieved, but environmental harm and toxicity increase

Engineering Contradiction:
Improveweed control effectivenessVSAvoidenvironmental harm and toxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of herbicide compounds to create new aryloxypyrimidinyl ether derivatives with improved safety profiles. Specifically, the invention changes molecular parameters such as substituting different alkyl groups (methyl, ethyl, propyl, butyl), introducing halogen atoms (fluorine, chlorine, bromine), and varying the pyrimidine ring substitutions to achieve effective weed control with reduced environmental toxicity compared to existing herbicides

Inventive Principle:
Principle #35Parameter changes

2Reliability

If existing herbicides are used for weed control, then vegetation control is achieved, but costs increase

Engineering Contradiction:
Improveweed control effectivenessVSAvoidcost-effectiveness
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent addresses cost-effectiveness through parameter changes in chemical synthesis by developing aryloxypyrimidinyl ether derivatives that can be manufactured using standard organic synthesis techniques. The invention utilizes readily available starting materials and common chemical reactions to produce the herbicidal compounds, aiming to reduce manufacturing costs compared to more complex or specialized herbicide structures

Inventive Principle:
Principle #35Parameter changes

3Productivity

If selective weed control is implemented in crops, then crop productivity is protected, but herbicide specificity requirements increase

Engineering Contradiction:
Improvecrop productivityVSAvoidherbicide selectivity
Core Design Contradiction:
ProductivityVSAdaptability or versatility

Solution Approach 1:

The patent applies local quality by designing herbicide molecules with specific local structural features that provide selective toxicity. The aryloxypyrimidinyl ether compounds incorporate particular substituent patterns and molecular configurations that target weed physiological pathways while sparing crop plants, enabling selective weed control in sensitive crops like rice, soybean, and sugar beet through localized chemical specificity

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP3322293B1Aryloxypyrimidinyl ethers as herbicides
Publication Date: 2021.05.19 FMC CORP
  • EP3322293B1 patent drawing
  • EP3322293B1 patent drawing
  • EP3322293B1 patent drawing

AI summary

Disclosed are compounds of Formula 1, including all stereoisomers, N-oxides, and salts thereof, (I) wherein A, R1, R2 and R3 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling undesired vegetation comprising contacting the undesired vegetation or its environment with an effective amount of a compound or a composition of the invention.