Aluminosilicate Catalyst for Oxacyclohexane Cyclodehydration

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Solution Overview

Problem

Current cyclodehydratation processes for producing oxacylopentane or oxacylohexane derivatives, such as Cetalox or Ambrox, require large amounts of heterogeneous catalysts like clay, which are finite resources with unpredictable properties, or basic zeolites that necessitate high catalyst loads and are not sustainable.

Innovation Solution

A novel process using a small amount of a heterogeneous acidic catalyst, specifically an aluminosilicate catalyst with a Silicon:Aluminum ratio greater than or equal to 3:1, and excluding clay and basic zeolites, to perform cyclodehydration of 1,4- or 1,5-diols, thereby preparing oxacylopentane or oxacylohexane derivatives.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If clay is used as heterogeneous catalyst for cyclodehydration, then the reaction can be performed, but large amounts of catalyst are required and properties are unpredictable

Engineering Contradiction:
Improvecatalyst property predictabilityVSAvoidcatalyst amount
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent changes the chemical composition parameters of the heterogeneous catalyst from natural clay to synthetic aluminosilicate materials with controlled Si/Al ratios (3:1 to 10:1). This parameter change provides predictable and stable catalyst properties while reducing the required catalyst amount from large quantities to optimized small amounts, directly resolving the contradiction between reliability and quantity.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If basic zeolite is used as heterogeneous catalyst, then cyclodehydration can be performed, but large amounts of catalyst are required

Engineering Contradiction:
Improvecatalyst stabilityVSAvoidcatalyst amount
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent changes the fundamental chemical nature parameter from basic zeolite to acidic aluminosilicate catalysts with specific Si/Al ratios. This parameter change provides both catalyst stability and reduces the required catalyst amount, resolving the contradiction between reliability and quantity by optimizing the acid strength and structure of the catalyst.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If sustainable heterogeneous catalyst is used, then environmental friendliness improves, but catalyst amount must be large

Engineering Contradiction:
Improveprocess sustainabilityVSAvoidcatalyst amount
Core Design Contradiction:
Ease of manufactureVSQuantity of substance

Solution Approach 1:

The patent changes the catalyst material parameters to synthetic aluminosilicates with controlled Si/Al ratios that are reusable and sustainable. These catalysts require only small amounts (e.g., 5-20 wt%) compared to traditional methods, resolving the contradiction between sustainability and catalyst quantity by providing a green, reusable catalyst system with optimized loading.

Inventive Principle:
Principle #35Parameter changes

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

This process achieves high conversion and selectivity for oxacylopentane or oxacylohexane derivatives with a significantly reduced catalyst amount, utilizing a catalyst with predictable and stable properties, thus enhancing sustainability.

Implementation Method 1

The cyclodehydration of a 1,4- or 1,5-diol in the form of any one of its stereoisomers or a mixture thereof to prepare a oxacylopentane or oxacylohexane derivative wherein the cyclodehydration is performed in the presence of a small amount of a heterogeneous acidic catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS20250122161A1Process for preparing a oxacylohexane or oxacylopentane derivative
Publication Date: 2025.04.17 FIRMENICH SA
  • US20250122161A1 patent drawing
  • US20250122161A1 patent drawing
  • US20250122161A1 patent drawing

AI summary

The present invention relates to the field of organic synthesis and, more specifically, it concerns a process for the preparation of an oxacylopentane or oxacylohexane derivative of formula (II) comprising the cyclodehydration of a 1,4- or 1,5-diol of formula (I) performed in the presence of a heterogenous acidic catalyst.