Ether-Amide Solvents for Phytosanitary Formulations

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Solution Overview

Problem

The industry lacks solvents with favorable toxicological and ecological profiles, low volatility, good biodegradability, and the ability to solubilize phytosanitary active ingredients at various concentrations without crystallization issues, particularly at low temperatures, in phytosanitary formulations.

Innovation Solution

Development of ether-amide compounds with specific alkyl and hydrocarbon groups that serve as solvents, co-solvents, crystallization inhibitors, or plasticizing agents, allowing for broader formulation ranges and improved stability of phytosanitary active ingredients.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If dimethylamides are used as solvents in phytosanitary formulations, then the formulations can be prepared with certain active ingredients, but the solvents cannot solubilize certain phytosanitary active ingredients at certain concentrations without the formation of crystals, particularly at low temperatures

Engineering Contradiction:
Improvesolubility stabilityVSAvoidformulation range
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent modifies the molecular structure of amide solvents by introducing ether groups at specific positions (alpha or beta carbon) to change the solubility parameters. This structural modification allows the solvents to maintain stability across broader temperature ranges and solubilize a wider variety of phytosanitary active ingredients without crystallization, directly addressing the limitation of conventional dimethylamides

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite solvent molecules combining ether and amide functional groups in specific configurations. These composite structures integrate the solubilizing capability of ethers with the stabilizing properties of amides, producing a solvent system that overcomes the crystallization issues of traditional dimethylamides while expanding formulation versatility

Inventive Principle:
Principle #40Composite materials

2Reliability

If new solvent compounds are developed to expand formulation ranges and improve stability, then the ability to solubilize various active ingredients without crystallization is improved, but the complexity of compound synthesis and characterization increases

Engineering Contradiction:
Improveformulation stabilityVSAvoidsynthesis complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The synthesis approach is divided into distinct sequential steps: first forming the ether-functionalized intermediate, then converting to the final amide product. This segmentation of the synthesis process makes the complex molecular construction more manageable and scalable, reducing overall synthesis complexity while maintaining the advanced functional properties

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent employs ether-functionalized intermediates as stepping stones in the synthesis pathway. These intermediates serve as manageable compounds that can be purified and characterized at each stage, facilitating the production of the final complex amide solvent while simplifying the overall manufacturing process through staged synthesis

Inventive Principle:
Principle #24Intermediary (Mediator)

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

These compounds provide effective solvation properties for phytosanitary active ingredients, preventing crystallization and ensuring stability across different temperature conditions, while offering a favorable toxicological and ecological profile.

Implementation Method 1

These compounds provide effective solvation properties for phytosanitary active ingredients, preventing crystallization and ensuring stability across different temperature conditions

Methodology Applied
Scientific EffectSolvation: Solvation

Data Source

PatentEP2491008B1Ether-amide compounds and uses thereof
Publication Date: 2019.08.21 RHODIA OPERATIONS SAS
  • EP2491008B1 patent drawing
  • EP2491008B1 patent drawing
  • EP2491008B1 patent drawing

AI summary

The present invention relates to novel ether-amide compounds. The invention also relates to uses of said compounds, in particular as solvents, for example in phytosanitary formulations.