Substituted Triazine Herbicide Selectivity via Parameter Changes

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Solution Overview

Problem

Current herbicides based on alkyl-substituted 2,4-diamino-s-triazines face challenges such as high application rates causing crop damage and variable effectiveness due to environmental dependencies, necessitating alternative herbicides with improved selectivity and stability for use in crops and non-crop lands.

Innovation Solution

Development of herbicidal compounds with specific structural formulas, including various residues and substituents, which form salts for enhanced stability and controlled release, allowing for targeted application and reduced environmental impact.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing alkyl-substituted 2,4-diamino-s-triazine herbicides are used, then herbicidal activity is achieved, but high application rates cause crop damage and the effect depends heavily on environmental conditions

Engineering Contradiction:
Improveherbicidal effectivenessVSAvoidcrop damage
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure of 2,4-diamino-s-triazine herbicides by changing specific parameters - introducing specific substituents (R1-R7 groups including aryl, heteroaryl, alkyl, cycloalkyl) at defined positions on the triazine ring. This structural parameter change results in improved herbicidal activity and crop tolerance, allowing effective weed control at lower application rates that do not damage crops.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If existing alkyl-substituted 2,4-diamino-s-triazine herbicides are used, then weed control is achieved, but the effect depends too heavily on environmental conditions such as weather and soil conditions

Engineering Contradiction:
Improveherbicidal effectivenessVSAvoidenvironmental dependency
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent systematically varies chemical parameters (substituents at R1-R7 positions) to create herbicides with improved environmental stability and reduced dependency on weather and soil conditions. The specific structural modifications result in compounds that maintain consistent herbicidal activity across different environmental conditions.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If higher application rates are used to combat harmful plants, then herbicidal activity increases, but damage to crops or plantation crops increases

Engineering Contradiction:
Improveherbicidal activityVSAvoidcrop damage
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical parameters of the herbicide molecules to improve the ratio of herbicidal activity to phytotoxicity. The specific substituent patterns (R1-R7) enhance binding to weed enzymes while reducing non-specific damage to crop plants, enabling effective weed control at lower application rates that are safe for crops.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP2121639B1Substituted 2,4-diamino-1,3,5-triazines, methods for the production thereof, and use thereof as herbicides and plant growth regulators
Publication Date: 2013.10.16 BAYER CROPSCIENCE AG
  • EP2121639B1 patent drawing
  • EP2121639B1 patent drawing
  • EP2121639B1 patent drawing

AI summary

Disclosed are compounds of formula (I) or the salts thereof, wherein R1 represents an optionally substituted amino group or analogous group according to claim 1, and R2 to R7 are defined as indicated in claim 1. Said compounds are suitable as herbicides and plant growth regulators and can be produced according to methods described in claim 6 by means of partially novel intermediate products, e.g. of formula (III).