Dihydropyrimidinone Fungicide Liquids for Leaf Deposition

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Solution Overview

Problem

There is a lack of stable liquid compositions for 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2(1H)-one fungicides, which limits their efficacy due to rapid drifting, limited penetration, and high surface tension, necessitating the development of adjuvants to enhance deposition and stability.

Innovation Solution

A stable liquid composition comprising a fungicidally effective amount of 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2(1H)-one with a liquid carrier, and specific adjuvants such as polyalkylene oxide alkyl ether, siloxane polyalkyleneoxide copolymer, esters of fatty acid, vinylpyrrolidones, and sugar-based surfactants to improve stability and efficacy.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2(1H)-one fungicide is applied directly, then fungicidal activity is achieved, but rapid drifting occurs and deposition on plant leaves is poor

Engineering Contradiction:
Improvefungicidal activityVSAvoiddeposition on plant leaves
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent introduces adjuvants as intermediary substances that mediate between the fungicide and the plant leaf surface. These adjuvants modify the spray solution properties to improve deposition, wetting, and penetration without compromising the fungicidal activity of the active ingredient.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent modifies physical parameters of the spray solution by adding adjuvants that change surface tension, viscosity, and other rheological properties. This enables better atomization, reduced drifting, and improved retention on leaf surfaces while maintaining biological efficacy.

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If conventional fungicide compositions are used, then application is possible, but chemical stability and physical stability during storage and application are insufficient

Engineering Contradiction:
Improveapplication capabilityVSAvoidchemical and physical stability
Core Design Contradiction:
Ease of operationVSStability of the object's composition

Solution Approach 1:

The patent introduces stabilizing adjuvants as intermediary substances that protect the fungicide from degradation during storage and application. These adjuvants act as buffers, chelating agents, or protective colloids that maintain chemical integrity and physical stability of the formulation.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent incorporates stabilizing agents in advance into the formulation to prevent potential degradation pathways before they occur. This proactive approach cushions against chemical decomposition, phase separation, and other instability issues during storage and handling.

Inventive Principle:
Principle #11Beforehand cushioning (Prior cushioning)

3Device complexity

If the fungicide is applied alone, then simplicity is maintained, but penetration into leaves and spreading are limited due to high surface tension

Engineering Contradiction:
Improveformulation simplicityVSAvoidpenetration and spreading
Core Design Contradiction:
Device complexityVSEase of operation

Solution Approach 1:

The patent modifies surface tension and rheological parameters of the spray solution by adding adjuvants. This reduces surface tension to improve wetting and spreading, while adjusting viscosity to enhance penetration into leaf tissues without making the formulation overly complex.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite spray solution combining the fungicide with specially selected adjuvants that work synergistically. This composite formulation achieves superior penetration and spreading properties while maintaining relative simplicity through the use of commercially available adjuvant products.

Inventive Principle:
Principle #40Composite materials

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 provides enhanced biological activity and stability, ensuring effective control and prevention of fungal pathogens on plants by improving solubility, viscosity, and pH management, thereby maintaining chemical and physical stability.

Implementation Method 1

The efficacy of the active compound can be influenced and enhanced by adding adjuvant(s)... an adjuvant can enhance the efficacy of active ingredients; e.g, modifies properties of the spray solution to improve deposition on the leaf of the fungicide

Methodology Applied
Scientific EffectSurface tension reduction: Surface Tension

Implementation Method 2

Adjuvants affect the condition for absorption of the active ingredient and the delivery properties thereof which leads to increased efficacy and enhanced activity of the active ingredient

Methodology Applied
Scientific EffectAbsorption: Absorption (physical)

Data Source

PatentUS12414559B2Mixtures and compositions comprising 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2-one, and methods of use thereof
Publication Date: 2025.09.16 ADAMA MAKHTESHIM LTD
  • US12414559B2 patent drawing
  • US12414559B2 patent drawing
  • US12414559B2 patent drawing

AI summary

The present invention provides stable, liquid compositions comprising (a) a fungicidally effective amount of a compound of Formula I and (b) a liquid carrier. The present invention also provides mixtures and compositions comprising (a) a fungicidally effective amount of a compound of Formula I and (b) at least one adjuvant selected from the group consisting of: (i) polyalkylene oxide alkyl ether: (ii) siloxane polyalkyleneoxide copolymer; (iii) esters of fatty acid; (iv) vinylpyrrolidones and derivatives thereof; and (v) sugar-based surfactants. The present invention also provides methods of use of the mixtures and compositions disclosed herein and processes of preparing the mixtures and compositions disclosed herein.