Arylalkyl Esters of 4-Aminopicolinates for Broad-Spectrum Weed Control

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Solution Overview

Problem

Current herbicides for rice and wheat cropping systems and pasture management programs have limitations in broad-spectrum weed control and may not offer superior efficacy, particularly against common weeds.

Innovation Solution

Development of novel esters of 4-amino-6-(substituted phenyl)picolinic acids, specifically arylalkyl esters, which demonstrate enhanced herbicidal activity against broadleaf, grass, and sedge weeds, with improved toxicological and environmental profiles.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional herbicides are used for weed control in rice and wheat cropping systems, then basic herbicidal activity is achieved, but superior efficacy and broad-spectrum control especially against common weeds is not obtained

Engineering Contradiction:
Improveweed control efficacyVSAvoidbroad-spectrum weed control
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent modifies the chemical structure of picolinic acid derivatives by introducing specific substituents at positions 4 and 6 of the pyridine ring, and by creating esters with various alcohol groups. These parameter changes in molecular structure result in enhanced herbicidal activity and broad-spectrum control against different weed types including grasses, broadleaf weeds, and sedges in rice and wheat systems

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures combining the picolinic acid core with various arylalkyl ester groups. The specific combination of the 4-amino-6-(substituted phenyl)picolinic acid framework with benzyl and other arylalkyl esters produces a compound class with synergistic properties that achieve superior efficacy and broad-spectrum activity not obtained with conventional single-structure herbicides

Inventive Principle:
Principle #40Composite materials

2Productivity

If existing picolinic acid derivatives are applied, then some herbicidal activity is achieved, but superior weed control effectiveness is not obtained

Engineering Contradiction:
Improveweed control effectivenessVSAvoidherbicidal activity level
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The patent systematically varies the ester group parameters (different alcohols forming esters with the picolinic acid) and the substituent parameters on the phenyl ring to optimize herbicidal activity. The specific parameter combinations identified in the patent produce compounds with significantly enhanced productivity in terms of weed control effectiveness compared to previous derivatives

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP2899182B1Arylalkyl esters of 4-aminopicolinates and their use as herbicides
Publication Date: 2018.01.10 DOW AGROSCIENCES LLC
  • EP2899182B1 patent drawing
  • EP2899182B1 patent drawing
  • EP2899182B1 patent drawing

AI summary

Arylalkyl esters of 4-aminopicolinic acids and 6-amino-4-pyrimidinecarboxylates are herbicides for control of weeds especially those species common to rice and wheat cropping systems and in pasture management programs.