Stabilizing Pesticidal Pyridazinpyrazolamides with Cyclohexanone
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Solution Overview
Problem
Pesticidal compounds face chemical decay issues, especially in the presence of propylene carbonate, which is commonly used in agrochemical formulations due to its solubilizing and environmental benefits, leading to stability concerns.
Innovation Solution
An agrochemical composition comprising propylene carbonate, cyclohexanone, up to 10 wt% water, and compounds I, which includes specific organic moieties, is developed to enhance the physical and chemical stability of the pesticidal compounds.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Quantity of substance
If propylene carbonate is used as a solvent in agrochemical formulations, then solubilizing effects and environmental profile are improved, but chemical stability of compounds I deteriorates due to accelerated decay
Solution Approach 1:
Cyclohexanone is introduced as an intermediary substance that mediates between propylene carbonate and compounds I. The cyclohexanone forms a stabilizing complex with compounds I, preventing direct interaction between the compounds and propylene carbonate that would otherwise accelerate decay. This intermediary approach allows the formulation to maintain both high solubilizing capacity and chemical stability.
2Quantity of substance
If water content is increased to improve solubility, then solubilizing effects are enhanced, but chemical stability of compounds I deteriorates
Solution Approach 1:
The patent optimizes the water content parameter to a specific range (0.1-10 wt%) rather than using high water content. This parameter change, combined with the addition of cyclohexanone, achieves adequate solubility while preventing the chemical decay that occurs at higher water concentrations. The controlled parameter adjustment resolves the contradiction between solubility and stability.
3Productivity
If concentration of compounds I is increased to achieve high loading, then productivity is improved, but chemical decay is accelerated
Solution Approach 1:
The formulation creates a composite system comprising propylene carbonate, cyclohexanone, water, and compounds I in specific proportions. This composite approach allows high concentration of compounds I (1-99 wt%) to be achieved while the cyclohexanone component provides stabilizing protection, preventing the accelerated decay that would otherwise occur at high concentrations. The composite formulation resolves the contradiction between high loading and stability.
Applied Scientific Principles
This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.
Function Achieved in This Case
The composition achieves high stability, favorable ecotoxicological profile, and good biological activity, with enhanced loading of compounds I and improved tank-mix compositions, even in diluted forms.
Implementation Method 1
The chemical decay is even accelerated in the presence of propylene carbonate, a typical polar solvent used in soluble concentrates (SL) and emulsion concentrates (EC). These properties make the solvent an indispensable additive in SL- and EC-formulations. It was found that the advantages of the agrochemical composition described above, in particular the chemical stability of compounds I, are even more pronounced if the acidity of the agrochemical composition is increased.
Implementation Method 2
Despite this unfavorable influence on the stability of the pesticidal compounds I, the use of propylene carbonate in agrochemical formulations generally has several advantages, inter alia its good toxicological and environmental profile, its high solubilizing effects, and its high solubility in water.
Implementation Method 3
It was found that the advantages of the agrochemical composition described above, in particular the chemical stability of compounds I, are even more pronounced if the acidity of the agrochemical composition is increased. The concentration of the acid in the agrochemical composition may be adapted to arrive at the desired acidity.
Data Source
AI summary
The invention relates to an agrochemical composition comprising propylene carbonate, up to 10 wt% of water, and compounds (I), their salts, tautomers, or enantiomers; wherein the variables are as defined in the description. The invention also relates to a process for the preparation of the composition, comprising mixing the propylene carbonate, compounds (I), and optionally an acid and/or cyclohexanone. It also relates to a method for controlling pests, which method comprises the application of the composition, or a dilution thereof, to plants, plant propagation material, or the locus of growth of the plants; the pests or their food supply, habitat or breeding grounds. Other objects are the use of cyclohexanone and/or an acid, in particular acetic acid, for stabilizing compositions comprising compounds (I); composition for stabilizing water-soluble pesticides as defined in any of claims 1 to 9, comprising 1 to 50 wt% of propylene carbonate, 0.1 to 30 wt% cyclohexanone, and an acid; and an aqueous tank-mix composition comprising the composition in a concentration of 0.01 wt% to 10 wt% with regard to the total weight of the tank-mix.