Copper-Based Catalyst for 7-Octenal Isomerization

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Solution Overview

Problem

The existing methods for producing 7-octenal through the isomerization of 2,7-octadiene-1-ol using copper-based catalysts result in low conversion ratios and selectivity, with difficulties in separating the target substance 7-octenal from byproducts, particularly 2,7-octadienal.

Innovation Solution

A copper-based catalyst is obtained by calcining a mixture containing copper, iron, aluminum, and calcium silicate with specific atomic ratios and calcination temperatures, and using calcium silicate in the range of 15% to 65% by mass, which improves the conversion ratio and selectivity of 7-octenal in the isomerization reaction.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If a copper-based catalyst is used for isomerization of 2,7-octadiene-1-ol, then 7-octenal can be produced, but the conversion ratio and selectivity are low

Engineering Contradiction:
Improveconversion ratioVSAvoidselectivity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent applies parameter changes by optimizing the atomic ratios of metals (Cu:Fe:Al = 1:0.5:0.5), calcination temperature (600-800°C), and calcium silicate content (15-65% by mass) to achieve high conversion ratio (90% or more) and selectivity (95% or more) for 7-octenal production

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses a composite catalyst material consisting of copper, iron, aluminum, and calcium silicate. The calcium silicate serves as a carrier that supports the metal components, creating a composite structure that enhances both conversion ratio and selectivity compared to simple copper-based catalysts

Inventive Principle:
Principle #40Composite materials

2Productivity

If conventional copper-based catalysts are used, then isomerization reaction can proceed, but separation of 7-octenal from byproducts is difficult

Engineering Contradiction:
Improveproduction efficiencyVSAvoidseparation difficulty
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

By changing the catalyst composition parameters (adding calcium silicate and optimizing metal ratios), the reaction produces 7-octenal with 95% or more selectivity, which simplifies separation from byproducts and improves overall production efficiency

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 method achieves a high conversion ratio and selectivity for 7-octenal, enabling its efficient production through the isomerization of 2,7-octadiene-1-ol, with improved separation from byproducts.

Implementation Method 1

When the coprecipitate containing copper, iron, and aluminum is calcined at a temperature in a range of 600°C to 1,000°C, a spinel structure is formed.

Methodology Applied
Scientific EffectCalcination: Heat Treatment

Implementation Method 2

When the copper-based catalyst precursor is hydrogen-reduced, the precursor becomes activated, and then can be used in desired reactions as a copper-based catalyst.

Methodology Applied
Scientific EffectHydrogen reduction: Reduction

Implementation Method 3

an isomerization reaction of 2,7-octadiene-1-ol is caused in a gas phase using a fixed-bed reaction method in the presence of the obtained copper-based catalyst

Methodology Applied
Scientific EffectIsomerization reaction: Chemical Bonding

Data Source

PatentEP2894144B1Method for producing 7-octenal
Publication Date: 2017.03.08 KURARAY CO LTD
  • EP2894144B1 patent drawing
  • EP2894144B1 patent drawing
  • EP2894144B1 patent drawing

AI summary

Provided is a method for highly selectively producing 7-octenal with a high conversion ratio through the isomerization reaction of 2,7-octadiene-1-ol. Specifically, provided is a method for producing 7-octenal, in which a copper-based catalyst is obtained by reducing a copper-based catalyst precursor described below, and an isomerization reaction of 2,7-octadiene-1-ol is caused in a gas phase using a fixed-bed reaction in the presence of the obtained copper-based catalyst. The copper-based catalyst precursor: a copper-based catalyst precursor obtained by calcining a mixture containing copper, iron, aluminum, and calcium silicate in which an atomic ratio of iron and aluminum to copper [(Fe+Al)/Cu] is in a range of 1.71 to 2.5, an atomic ratio of aluminum to iron [Al/Fe] is in a range of 0.001 to 3.3, and calcium silicate is contained in a range of 15% by mass to 65% by mass at a temperature in a range of 500°C to 1,000°C.