Dioxazoline Herbicide Compounds with Low Application Rates

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Solution Overview

Problem

Current herbicides for controlling unwanted vegetation often exhibit insufficient herbicidal activity at low application rates and unsatisfactory selectivity, leading to compatibility issues with crop plants, and higher toxicity to humans and animals.

Innovation Solution

Development of Dioxazoline compounds of formula (I) and their agriculturally acceptable salts, amides, esters, or thioesters, which demonstrate strong herbicidal activity, low toxicity, and high compatibility with crop plants, even at low application rates, with a broad spectrum of activity against various unwanted plants.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If prior art herbicides are used, then herbicidal activity is achieved, but activity is insufficient at low application rates

Engineering Contradiction:
Improveapplication rateVSAvoidherbicidal activity
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of herbicide compounds through specific substituent patterns on the dioxazoline core structure. By varying R1-R7 substituents (including different alkyl, alkoxy, halogen, and heterocyclic groups), the invention optimizes molecular properties to achieve high herbicidal activity at reduced application rates while maintaining selectivity and safety profiles

Inventive Principle:
Principle #35Parameter changes

2Reliability

If prior art herbicides are used, then herbicidal activity is achieved, but selectivity is unsatisfactory resulting in low compatibility with crop plants

Engineering Contradiction:
ImproveselectivityVSAvoidcompatibility with crop plants
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific substituent patterns at different positions on the dioxazoline molecular structure. By carefully selecting R2-R7 substituents (such as fluorine, chlorine, cyano, and specific alkyl groups at particular positions), the invention creates localized molecular features that enhance selectivity for weed control while minimizing phytotoxicity to crop plants

Inventive Principle:
Principle #3Local quality

3Reliability

If prior art herbicides are used, then herbicidal activity is achieved, but toxicity to humans and animals is high

Engineering Contradiction:
Improveherbicidal activityVSAvoidtoxicity to humans and animals
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by optimizing the molecular structure of dioxazoline compounds through specific substituent combinations. By selecting particular R1-R7 groups (including fluorinated alkyl groups, cyclic structures, and specific amide/ester variations), the invention achieves high herbicidal potency while reducing mammalian toxicity through improved metabolic stability and reduced bioaccumulation potential

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS20230148603A1Dioxazolines and their use as herbicides
Publication Date: 2023.05.18 BASF SE
  • US20230148603A1 patent drawing
  • US20230148603A1 patent drawing
  • US20230148603A1 patent drawing

AI summary

The invention relates to compounds of formula (I), (I) and their use as herbicides. In said formula, R1 to R7 represent groups such as hydrogen, halo-gen or organic groups such as alkyl, alkenyl, alkynyl, or alkoxy; X is a bond or a divalent unit; Y is hydrogen, cyano, hydroxyl or a linear or cyclic organic group. The invention further refers to a composition comprising such compound and to the use thereof for controlling unwanted vegetation.