Isobutyric Ester Alpha-Substitution for Biodegradable Fragrance

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Solution Overview

Problem

There is a need for isobutyric ester compounds with a n-butyryloxy group at the α-position that can be used as fragrances and fragrance ingredients, offering a lower environmental impact and excellent biodegradability, as many existing fragrances are restricted due to toxicity and environmental concerns.

Innovation Solution

The synthesis of isobutyric ester compounds with a n-butyryloxy group at the α-position, specifically represented by Formula (1), where R is a linear, branched, or cyclic alkyl group with 1 to 4 carbon atoms, providing a novel fragrance with floral, fruity, and woody tones, and excellent diffusivity, which can be used alone or blended in fragrance compositions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing fragrance compounds are used, then fragrance performance is achieved, but environmental toxicity and poor biodegradability occur

Engineering Contradiction:
Improvefragrance performanceVSAvoidenvironmental toxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the molecular structure of isobutyric ester compounds - specifically introducing a n-butyryloxy group at the α-position and varying alkyl groups (R = methyl, ethyl, n-propyl, isopropyl, n-butyl, or isobutyl). This structural parameter change results in compounds that maintain fragrance performance while achieving excellent biodegradability and reduced environmental toxicity compared to conventional fragrances

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If conventional fragrance ingredients are used, then aromatic properties are achieved, but biodegradability is poor

Engineering Contradiction:
Improvearomatic propertiesVSAvoidpoor biodegradability
Core Design Contradiction:
Ease of manufactureVSObject-generated harmful factors

Solution Approach 1:

The patent achieves improved biodegradability through parameter changes in molecular structure - specifically the introduction of the n-butyryloxy substituent at the α-position of the isobutyric ester core structure. This structural modification enables the compounds to maintain desirable aromatic properties (floral, fruity, woody tones) while being readily biodegradable, thus resolving the contradiction between fragrance quality and environmental breakdown

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS12162833B2Isobutyric acid ester compound having n-butyryloxy at α-position, perfume composition, and use as perfume
Publication Date: 2024.12.10 MITSUBISHI GAS CHEM CO INC
  • US12162833B2 patent drawing
  • US12162833B2 patent drawing
  • US12162833B2 patent drawing

AI summary

A compound, represented by Formula (1): wherein, in Formula (1), R represents a linear, branched, or cyclic alkyl group having 1 to 4 carbon atoms.