Co-crystal Formation for Agricultural Formulation Stability

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Solution Overview

Problem

Many agriculturally active organic compounds, such as fungicides and herbicides, have low melting points or are amorphous, making it difficult to formulate them into stable suspension concentrates due to tackiness and phase-separation issues, which affects their stability and homogeneity.

Innovation Solution

The formation of crystalline complexes between thiophanate-methyl and compounds like pyraclostrobin, epoxiconazole, and metconazole, which have a defined crystal structure and higher melting points, facilitating their incorporation into stable solid or liquid formulations by exploiting hydrogen bonding and other intermolecular forces.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If agriculturally active organic compounds with low melting points or amorphous structures are used, then formulation flexibility is improved, but stability and homogeneity deteriorate due to phase-separation and particle aggregation

Engineering Contradiction:
Improveformulation flexibilityVSAvoidformulation stability
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The patent creates composite crystalline materials by combining agriculturally active compounds with co-crystal formers. These co-crystals have defined crystal structures and higher melting points than the original amorphous compounds, providing both formulation flexibility and stability. The composite structure prevents phase-separation while maintaining the active compound's functionality.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent changes the physical and chemical parameters of the agriculturally active compounds by forming co-crystals. This transforms amorphous materials with low melting points into crystalline materials with higher melting points and defined structures, thereby improving stability without sacrificing formulation adaptability.

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If amorphous solid agriculturally active compounds are formulated, then ease of formulation is improved, but reliability deteriorates due to particle aggregation and segregation

Engineering Contradiction:
Improveease of formulationVSAvoidformulation reliability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

By forming co-crystals as composite materials, the patent maintains ease of formulation while dramatically improving reliability. The co-crystal structure provides defined physical properties that prevent particle aggregation and segregation, ensuring consistent formulation performance.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent utilizes phase transition from amorphous to crystalline state through co-crystal formation. This phase change provides a stable solid structure that maintains formulation reliability while preserving manufacturability through controlled crystallization processes.

Inventive Principle:
Principle #36Phase transitions

3Ease of operation

If compounds with low melting points are used, then ease of operation is improved, but manufacturing precision deteriorates due to tackiness causing grinding apparatus to stick

Engineering Contradiction:
Improveease of handlingVSAvoidgrinding precision
Core Design Contradiction:
Ease of operationVSManufacturing precision

Solution Approach 1:

The patent changes the melting point parameter by forming co-crystals. The resulting crystalline materials have higher melting points and reduced tackiness, enabling precise grinding and manufacturing while maintaining ease of operation through controlled physical properties.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The co-crystal former acts as an intermediary that modifies the physical properties of the agriculturally active compound. This intermediary forms a stable crystalline structure that prevents sticking during grinding while maintaining the active compound's bioavailability and effectiveness.

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

The crystalline complexes exhibit increased stability and improved formulation characteristics, including enhanced melting points and resistance to phase-separation, allowing for more effective and stable incorporation into agricultural formulations.

Implementation Method 1

In the crystalline complexes (or co-crystals) at least two different organic compounds form a crystalline material having a defined crystal structure... the at least two organic compounds have a defined relative spatial arrangement within the crystal structure, thereby forming a supra-molecular structure... In the co-crystals the at least two different compounds interact by non-covalent bonding such as hydrogen bonds

Methodology Applied
Scientific EffectHydrogen bonding:

Implementation Method 2

Crystalline complexes of organic compounds, also termed as co-crystals are multi-component crystals or crystalline material that consist of at least two different organic compounds which are usually solid at 25°C or at least a non-volatile oil... having a defined crystal structure, i. e. the at least two organic compounds have a defined relative spatial arrangement within the crystal structure

Methodology Applied
Scientific EffectMelting: Melting

Data Source

PatentEP2117297B1Crystalline complexes of agriculturally active organic compounds
Publication Date: 2012.01.25 BASF SE
  • EP2117297B1 patent drawingFigure 1~2
  • EP2117297B1 patent drawingFigure 3~4
  • EP2117297B1 patent drawingFigure 5a~6

AI summary

The present invention relates to crystalline complexes comprising at least one agriculturally active organic compound A having at least one functional moiety which is capable as serving as a hydrogen acceptor in a hydrogen bond and thiophanate-methyl.