Substituted Cyclohexyl Propanal Fragrance Synthesis

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Solution Overview

Problem

The fragrance industry faces a continuous need for new chemical entities to create diverse and innovative perfumes and personal care products, as variations in chemical structure significantly impact odor and characteristics.

Innovation Solution

The development and use of substituted cyclohexyl propanal compounds, such as beta-(3-isopropyl-cyclohexyl)-butyraldehyde, which possess an orris, earthy, and fatty character, are introduced to enhance fragrances in perfumes, colognes, and personal care products through a three-step reaction sequence.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If new chemical entities are developed to create diverse fragrances, then the variety and innovation of perfume compositions are improved, but the complexity of chemical synthesis and manufacturing processes increases

Engineering Contradiction:
Improvefragrance varietyVSAvoidsynthesis process complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The fragrance molecule is divided into modular components: a cyclohexyl ring system with substitutable positions (R1-R4) that can independently be hydrogen or methyl groups. This segmentation allows systematic variation of fragrance properties by changing individual substituents without redesigning the entire molecular structure, thus improving fragrance variety while managing synthesis complexity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent systematically varies the substitution parameters (R1, R2, R3, R4 being hydrogen or methyl) to generate different fragrance compounds. By changing these molecular parameters in a controlled manner, diverse fragrance profiles are achieved while maintaining a consistent base structure that simplifies the overall synthesis approach.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If substituted cyclohexyl propanal compounds are incorporated into perfume compositions, then the fragrance complexity and character are improved, but the manufacturing cost and process steps increase

Engineering Contradiction:
Improvefragrance characterVSAvoidmanufacturing simplicity
Core Design Contradiction:
Adaptability or versatilityVSEase of manufacture

Solution Approach 1:

The cyclohexyl propanal compound serves multiple functions: it provides the base fragrance character, allows for systematic substitution to create variant scents, and maintains compatibility with existing perfume formulation processes. This multi-functionality improves fragrance character while avoiding the need for entirely new manufacturing systems.

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

Solution Approach 2:

The patent establishes a predefined molecular framework (cyclohexyl ring with propanal group) before final substitution variations are made. This preliminary structure is optimized for synthesis and fragrance properties, allowing subsequent substitution to be performed more easily than creating entirely new molecular architectures.

Inventive Principle:
Principle #10Preliminary action

Data Source

PatentUS7511001B2Substituted cyclohexyl propanal compounds and their use in perfume compositions
Publication Date: 2009.03.31 INTERNATIONAL FLAVORS & FRAGRANCES INC
  • US7511001B2 patent drawing
  • US7511001B2 patent drawing
  • US7511001B2 patent drawing

AI summary

The present invention relates to substituted cyclohexyl propanal compounds and their use in enhancing fragrance formulations in perfumes, toilet waters, colognes, personal products, and the like.