Di-oxaborole Volatile Antimicrobial Compounds for Plant Pathogen Control

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

There is a need for new volatile antimicrobial agents, particularly for agricultural applications, as existing oxaborole compounds have not been utilized as volatile agents or conjugated while maintaining their antimicrobial activity.

Innovation Solution

Development of di-oxaborole compounds with specific structures, derived from 5-fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole and diol or diamine compounds, which form adducts with volatile properties and antimicrobial activity against pathogens affecting meats, plants, or plant parts, including fungi and bacteria.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If oxaborole compounds are conjugated with adducting compounds to enhance antimicrobial activity, then the antimicrobial effectiveness is improved, but the volatility of the compounds deteriorates

Engineering Contradiction:
Improveantimicrobial activityVSAvoidvolatility
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent applies parameter changes by carefully selecting adducting compounds with specific molecular weights and structural characteristics (diols, diamines, carboxylic acids with 1-20 carbon atoms) that modify the physical properties of oxaborole compounds. This allows the conjugates to maintain sufficient volatility for vapor-phase application while enhancing antimicrobial activity through the added functional groups.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by conjugating oxaborole compounds with adducting compounds containing hydroxyl, amino, or carboxyl groups. These composite molecules combine the antimicrobial properties of oxaborole with the volatility-enhancing characteristics of the adducting compounds, achieving both improved effectiveness and maintained volatility.

Inventive Principle:
Principle #40Composite materials

2Reliability

If new volatile antimicrobial agents are developed for agricultural applications, then the effectiveness against plant pathogens is improved, but the complexity of compound synthesis and delivery increases

Engineering Contradiction:
Improveeffectiveness against plant pathogensVSAvoidsynthesis and delivery complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent segments the development into two distinct parts: the oxaborole compound core providing antimicrobial activity, and the adducting compound providing volatility and delivery capabilities. This segmentation allows independent optimization of each component and simplifies the overall synthesis and application process.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates multi-functional compounds where the oxaborole-adduct conjugates serve multiple purposes: they act as antimicrobial agents, maintain volatility for vapor application, and provide broad-spectrum activity against various plant pathogens including fungi, bacteria, and viruses through the combined functionality of both molecular components.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Data Source

PatentEP2810946B11,1'-[1,omega-alkyldiylbis(oxy)]bis[1,3-dihydro-2,1-benzoxaborole as volatile antimicrobial compounds
Publication Date: 2016.04.13 AGROFRESH INC
  • EP2810946B1 patent drawing
  • EP2810946B1 patent drawing
  • EP2810946B1 patent drawing

AI summary

This invention is related to compounds and/or compositions useful against pathogens affecting meats, plants, or plant parts. In one embodiment, the provided compounds are products of certain oxaborole moieties. In a further embodiment, the compound comprises a di-oxaborole compound. Delivery systems are also provided to take advantage of the volatile nature of these compounds and/or compositions.