Herbicidal Phenyltriazolinones Low Application Rates

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Solution Overview

Problem

Existing herbicides based on phenyltriazolinones have unsatisfactory herbicidal properties against harmful plants, particularly at low application rates, and are not adequately compatible with crop plants for commercial use.

Innovation Solution

Development of phenyltriazolinones with specific structural modifications, including varying substituents and attachments, to enhance herbicidal activity while ensuring compatibility with crop plants, including their use in agriculturally suitable salts and compositions with auxiliaries and safeners.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing phenyltriazolinone herbicides are used, then herbicidal action is achieved, but herbicidal activity is insufficient particularly at low application rates

Engineering Contradiction:
Improveherbicidal activityVSAvoidapplication rate
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent applies parameter changes by systematically varying substituents at multiple positions (R1-R7, n, Q, W, X, Y, Z) of the phenyltriazolinone core structure to optimize herbicidal activity. Specific substitutions such as introducing electron-withdrawing groups at R4-R6 positions and modifying the triazolinone ring substituents enhance the compound's binding affinity to target enzymes, thereby increasing herbicidal efficacy at lower application rates.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by combining the phenyltriazolinone core with various aromatic substituents (pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl rings) and diverse functional groups. These composite structures leverage synergistic electronic and steric effects to improve herbicidal activity, allowing effective control of harmful plants at reduced application rates while maintaining crop safety.

Inventive Principle:
Principle #40Composite materials

2Reliability

If existing phenyltriazolinone herbicides are used, then herbicidal action is achieved, but compatibility with crop plants is insufficient

Engineering Contradiction:
Improvecrop plant compatibilityVSAvoidharm to crop plants
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific substituents at particular positions of the phenyltriazolinone molecule that enhance selectivity. For example, substitutions at R1-R3 positions with alkyl, haloalkyl, or hydrogen groups, combined with specific R4-R6 substitutions, create a molecular configuration that preferentially binds to weed target sites while having reduced affinity for crop plant enzymes, thereby improving crop compatibility.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent uses the modified phenyltriazolinone compounds as selective intermediaries that exploit metabolic or structural differences between crop plants and harmful plants. The specific substituent patterns act as molecular mediators that allow the herbicide to be activated or bind effectively only in harmful plants, sparing crop plants from damage while maintaining herbicidal efficacy.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Reliability

If herbicidal activity is enhanced through structural modifications, then control of harmful plants improves, but structural complexity increases

Engineering Contradiction:
Improveherbicidal efficacyVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the phenyltriazolinone molecule into distinct functional segments: the core triazolinone ring (positions Q, W, X, Y), the aromatic substituent Z with vicinal carbon atom attachment, and variable R1-R7 groups. This segmented approach allows independent optimization of each segment's contribution to herbicidal activity, managing molecular complexity while enhancing efficacy through systematic substitution patterns.

Inventive Principle:
Principle #1Segmentation

Data Source

PatentUS11185075B2Herbicidal phenyltriazolinones
Publication Date: 2021.11.30 BASF SE
  • US11185075B2 patent drawing
  • US11185075B2 patent drawing
  • US11185075B2 patent drawing

AI summary

The present invention relates to phenyltriazolinones of formula (I)or their agriculturally acceptable salts or derivatives, wherein the variables are defined according to the description, processes and intermediates for preparing the uracilpyryidines of the formula (I), compositions comprising them and their use as herbicides, i.e. for controlling harmful plants, and also a method for controlling unwanted vegetation which comprises allowing a herbicidal effective amount of at least one urycilpyridine of the formula (I) to act on plants, their seed and/or their habitat.