Dioxaspiro Compounds for Custom Fragrance Profiles

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Solution Overview

Problem

The fragrance industry faces a continuous need for new chemical entities to create innovative perfumes and personal care products, as variations in chemical structure significantly impact odor and characteristics, necessitating the discovery of new compounds to enhance fragrance development.

Innovation Solution

The introduction and use of dioxaspiro compounds, represented by specific chemical formulas, which provide a method to enhance fragrance formulations by incorporating olfactory acceptable amounts of these compounds, resulting in improved fragrance profiles through the creation of five- and six-membered dioxaspiro rings with strategically located methyl groups.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If new chemical entities are discovered to create innovative fragrances, then fragrance innovation and variety are improved, but research and development time and resources increase

Engineering Contradiction:
Improvefragrance innovationVSAvoidresearch and development time
Core Design Contradiction:
Adaptability or versatilityVSLoss of time

Solution Approach 1:

The patent applies parameter changes by systematically varying the chemical structure parameters of dioxaspiro compounds - specifically changing the ring size (five-membered when m=1, six-membered when m=2), the position of methyl groups (2, 3, and/or 4 positions), and the integer n values (0-6 for six-membered rings, 0-4 for five-membered rings). This structured exploration of chemical parameter space enables discovery of novel fragrance profiles with freshness, spicy notes, body, and substantivity characteristics while following a systematic rather than random approach to molecular design

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If chemical structure variations are increased to create different odor profiles, then fragrance characteristics and notes are improved, but synthesis complexity increases

Engineering Contradiction:
Improveodor profile varietyVSAvoidsynthesis complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent segments the fragrance molecule into distinct functional components: the dioxaspiro core structure providing the base framework, methyl groups at specific positions (2, 3, 4) that contribute to odor characteristics, and variable ring sizes (five or six membered) that modify fragrance properties. This segmentation allows perfumers to selectively combine and vary these elements to create diverse fragrance profiles while maintaining a manageable synthesis approach based on a core structural motif

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent applies local quality by positioning methyl groups at specific locations (2, 3, and/or 4 positions) on the dioxaspiro ring structure, where each position contributes differently to the overall odor profile. This localized structural modification allows for fine-tuning of fragrance characteristics such as freshness, spicy notes, and body without requiring complete restructuring of the entire molecule, thereby managing synthesis complexity while achieving odor variety

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS20090163403A1Novel Dioxaspiro Compounds and Their Use in Perfume Compositions
Publication Date: 2009.06.25 INTERNATIONAL FLAVORS & FRAGRANCES INC
  • US20090163403A1 patent drawing
  • US20090163403A1 patent drawing
  • US20090163403A1 patent drawing

AI summary

The present invention a method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of the following compound:wherein m is 1 or 2;and if m is 1, which provides a five-membered dioxaspiro ring, n is an integer from 0 to 4, and the methyl group in the dioxaspiro ring is independently located in the 2 and/or 3 positions of the dioxaspiro ring;or if m is 2, which provides a six-membered dioxaspiro ring, n is an integer from 0 to 6, and the methyl group in the dioxaspiro ring is independently located in the 2, 3, and/or 4 positions of the dioxaspiro ring.