3′-Ketoglycoside Composition for Controlled Insect Repellent Release

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Solution Overview

Problem

Current insect repellents are volatile and provide short-lasting protection, requiring frequent applications and can be harmful due to high concentrations, while natural alternatives are too volatile for effective long-term use.

Innovation Solution

A 3′-ketoglycoside compound that forms a stable bond with alcohols, allowing for controlled release of insect repellents, maintaining effective concentration for at least 24 hours on human skin.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If natural insect repellents are used, then insect repellent effect is provided, but volatility causes short duration of action

Engineering Contradiction:
Improveinsect repellent effectVSAvoidduration of protection
Core Design Contradiction:
ReliabilityVSDuration of action of moving object

Solution Approach 1:

The patent uses a glycoside conjugate as an intermediary carrier that binds to the volatile alcohol repellent (such as PMD). This conjugate acts as a mediator that temporarily holds the repellent molecule and controls its release rate, preventing immediate evaporation while maintaining the repellent's biological activity. The sugar moiety serves as the intermediary structure that modulates the volatility of the active ingredient.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the physical and chemical parameters of the repellent molecule by converting it from a free volatile alcohol to a glycoside conjugate. This chemical modification alters the molecular weight, polarity, and volatility parameters of the active ingredient, transforming it from a rapidly evaporating substance to a controlled-release formulation that maintains effective concentrations for extended periods.

Inventive Principle:
Principle #35Parameter changes

2Duration of action of moving object

If increased concentration of active ingredient is applied, then duration of protection is extended, but toxicity and irritancy increase

Engineering Contradiction:
Improveduration of protectionVSAvoidtoxicity and irritancy
Core Design Contradiction:
Duration of action of moving objectVSObject-affected harmful factors

Solution Approach 1:

The glycoside conjugate serves as a protective intermediary that delivers the active repellent ingredient in a controlled manner. Instead of applying high concentrations of free alcohol that cause irritation and toxicity, the conjugate system acts as a benign carrier that releases the active ingredient gradually at lower overall concentrations, reducing harmful effects while maintaining efficacy.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the concentration parameter strategy by using a high molecular weight conjugate that provides prolonged release from lower total concentrations. Rather than increasing the concentration of free volatile alcohol to extend duration (which increases toxicity), the formulation uses a conjugate structure that extends duration through controlled kinetics, allowing lower effective concentrations to achieve the same protective duration.

Inventive Principle:
Principle #35Parameter changes

3Duration of action of moving object

If synthetic insect repellents are used, then duration of protection is extended, but harmful effects on health and environment increase

Engineering Contradiction:
Improveduration of protectionVSAvoidharmful effects on health
Core Design Contradiction:
Duration of action of moving objectVSObject-affected harmful factors

Solution Approach 1:

The patent creates a composite molecular structure combining a natural sugar moiety (from carbohydrates) with a natural alcohol repellent (such as PMD from citrus or pine). This composite glycoside conjugate maintains the natural origin and biocompatibility of both components while achieving the prolonged duration typically associated with synthetic repellents. The composite structure is metabolizable and environmentally friendly unlike persistent synthetic chemicals.

Inventive Principle:
Principle #40Composite materials

4Reliability

If frequent reapplication is required, then effective concentration is maintained, but loss of time and convenience decrease

Engineering Contradiction:
Improveeffective concentrationVSAvoidtime for reapplication
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The glycoside conjugate system provides continuous release of the active repellent ingredient over an extended period (24 hours or more). Instead of requiring discontinuous reapplication to maintain effective concentration, the conjugate formulation sustains a steady release rate that maintains protective levels continuously, eliminating the need for frequent user intervention and ensuring uninterrupted protection.

Inventive Principle:
Principle #20Continuity of useful action

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 3′-ketoglycoside compound provides sustained release of alcohols like geraniol and eugenol, offering prolonged insect repellent effect without the need for frequent reapplication and reducing health risks associated with high concentrations.

Implementation Method 1

alkyl and aryl O-glycopyranosides and glucuronides can be broken down on the skin to deliver volatile alcohol fragrance ingredients

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentUS12509482B23′-ketoglycoside compound for the slow release of a volatile alcohol
Publication Date: 2025.12.30 GLYCOSCIENCE SL
  • US12509482B2 patent drawing
  • US12509482B2 patent drawing
  • US12509482B2 patent drawing

AI summary

The present invention relates to a 3′-ketoglycoside compound defined by formula (I) and its use for controlled release of alcohols, in particular alcohols showing an insect repellent effect. It relates also to a process for preparing the 3′-ketoglycoside compound of formula (I). It further relates to a composition comprising a 3′-ketoglycoside compound of formula (I). It relates also to the use of a 3′-ketoglycoside compound of formula (I) for the controlled release of alcohols. It related also to a method of use of such composition.