Alpha-Hydroxyisobutyric Ester Fragrance Composition for Broader Aroma Profiles

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Solution Overview

Problem

There is a lack of α-hydroxyisobutyric acid esters described as useful fragrances and fragrance ingredients, with existing compounds not fully elucidating their specific aromas or applications.

Innovation Solution

Synthesis and identification of α-hydroxyisobutyric acid esters with specific chain hydrocarbon groups (R1, R2, R3) having 7 to 20 carbons, which can be linear or branched, saturated or unsaturated, and having carbon-carbon double or triple bonds, resulting in compounds with floral, woody, fruity, spicy, or green aromas.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If existing isobutyric acid esters are used as fragrances, then fruit scents can be obtained, but the variety and specificity of aroma profiles are limited

Engineering Contradiction:

Improvearoma profile varietyVSAvoidcompound diversity

Core Design Contradiction:

Adaptability or versatilityVSQuantity of substance

Solution Approach 1:

The invention changes the chemical structure parameters of isobutyric acid esters by introducing α-hydroxy groups and varying the alkyl chain lengths (C7-C20), thereby creating new aroma profiles including floral, woody, and fresh scents beyond the traditional fruit scents of conventional isobutyric acid esters

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The invention creates composite fragrance compositions by combining multiple α-hydroxyisobutyric acid esters with different chain lengths and structures (linear, branched, cyclic) to achieve complex and versatile aroma profiles that cannot be obtained from single compounds

Inventive Principle:

Principle #40Composite materials

2Quantity of substance

If α-hydroxyisobutyric acid esters with chain higher alcohols having 7 or more carbons are synthesized, then new fragrance compounds are obtained, but the specific aroma characteristics and applications are not fully elucidated

Engineering Contradiction:

Improvecompound availabilityVSAvoidaroma characterization

Core Design Contradiction:

Quantity of substanceVSLoss of information

Solution Approach 1:

The invention segments the broad category of α-hydroxyisobutyric acid esters into specific subcategories based on chain length (C7-C10, C11-C15, C16-C20), saturation, and structure type (linear, branched, cyclic), allowing systematic characterization of aroma properties for each segment

Inventive Principle:

Principle #1Segmentation

Solution Approach 2:

The invention applies sensory evaluation methods to characterize and differentiate the aroma profiles of various α-hydroxyisobutyric acid esters, identifying distinct floral, woody, fresh, and other aroma characteristics that were previously unelucidated

Inventive Principle:

Principle #32Color changes

Data Source

PatentUS12522781B2Alpha-hydroxyisobutyric acid ester compound and fragrance composition

Publication Date: 2026.01.13 MITSUBISHI GAS CHEM CO INC

AI summary

A fragrance composition containing a compound represented by Formula (1) as an active ingredient:where in Formula (1), R1 represents a chain hydrocarbon group having from 7 to 20 carbons, and may be linear or branched, and a saturated group or an unsaturated group, and when R1 is an unsaturated group, R1 may have one or more carbon-carbon double bond(s) or carbon-carbon triple bond(s).