Stable Emulsifiable Concentrate Formulation Using Amide Mediators
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Solution Overview
Problem
Formulations containing carboxylic acid herbicides and their esters in emulsifiable concentrates face issues with transesterification and degradation, particularly when mixed with triazolopyrimidine herbicides, leading to regulatory challenges and loss of herbicidal activity.
Innovation Solution
Incorporating N,N-dimethyl alkyl amides or N-alkanoyl morpholines into the emulsifiable concentrate compositions at concentrations ranging from 10 to 600 g/L to prevent de-esterification and transesterification of carboxylic acid herbicides and degradation of triazolopyrimidine herbicides with a methoxy group.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Adaptability or versatility
If carboxylic acid herbicide and ester of carboxylic acid herbicide are mixed in emulsifiable concentrate, then complementary spectrum of weed control is achieved, but transesterification occurs leading to loss of herbicidal activity
Solution Approach 1:
N,N-dimethyl alkyl amides or N-alkanoyl morpholines are introduced as intermediary substances that mediate between the carboxylic acid herbicide and ester herbicide, preventing direct interaction that causes transesterification while maintaining the complementary weed control spectrum
Solution Approach 2:
The chemical environment is modified by adding amide or morpholine compounds, which change the reaction parameters and kinetic conditions to prevent transesterification reactions, thereby preserving herbicidal activity while maintaining spectral versatility
2Adaptability or versatility
If triazolopyrimidine herbicide with methoxy group is incorporated into emulsifiable concentrate, then additional herbicidal activity is achieved, but degradation to hydroxy analog occurs leading to loss of activity
Solution Approach 1:
N,N-dimethyl alkyl amides or N-alkanoyl morpholines serve as protective intermediaries that shield the triazolopyrimidine herbicide with methoxy group from degradation pathways, preventing conversion to the inactive hydroxy analog while maintaining herbicidal activity
Solution Approach 2:
The amide or morpholine compounds provide preemptive protection against degradation by stabilizing the chemical structure before degradation can occur, ensuring the methoxy group remains intact and the herbicide maintains its activity
3Productivity
If multiple active ingredients are incorporated into emulsifiable concentrate to achieve optimal spectrum and efficacy, then delivery efficiency is improved, but formulation stability becomes more challenging
Solution Approach 1:
N,N-dimethyl alkyl amides or N-alkanoyl morpholines act as stabilizing intermediaries that mediate between multiple active ingredients, preventing adverse interactions and maintaining formulation stability while preserving delivery efficiency
Solution Approach 2:
The formulation chemistry is modified by adding amide or morpholine compounds, which change the overall chemical parameters to enhance stability, allowing multiple active ingredients to be incorporated without compromising formulation integrity
Data Source
AI summary
The use of an N,N-dimethyl alkylamide or an N-alkanoyl morpholine provides a stable emulsifiable concentrate composition that hinders de-esterification and transesterification of mixtures of a carboxylic acid herbicide and an ester of a different carboxylic acid herbicide. The N,N-dimethyl alkylamide or N-alkanoyl morpholine additionally stabilizes emulsifiable concentrates containing a triazolopyrimidine herbicide having at least one methoxy group on the triazolopyrimidine ring.