Liquid Phase Alcohol Dehydration Oxidation Catalyst

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Solution Overview

Problem

Existing methods for producing α,β-unsaturated aldehydes and α,β-unsaturated carboxylic acids from alcohols in a liquid phase require separate dehydration and oxidation steps, leading to increased reaction complexity and energy inefficiencies due to differing heat requirements.

Innovation Solution

A method involving the simultaneous dehydration and oxidation of alcohols in a liquid phase using a noble metal-containing catalyst and molecular oxygen, with optional acidic substances, at temperatures between 110°C and 250°C, allowing for the direct production of these compounds in one vessel and step.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If separate dehydration and oxidation steps are used to produce α,β-unsaturated aldehydes and carboxylic acids from alcohols, then the reactions can be carried out with appropriate catalysts, but the process complexity increases and energy efficiency decreases due to different heat requirements

Engineering Contradiction:
Improvereaction feasibilityVSAvoidprocess complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent combines the dehydration reaction and oxidation reaction into a single integrated process step. The catalyst system simultaneously performs both functions: the acidic component catalyzes dehydration of alcohol to olefin, while the noble metal component catalyzes oxidation of the olefin to α,β-unsaturated aldehyde or carboxylic acid. This eliminates the need for separate reaction vessels and steps, directly resolving the technical contradiction between reaction feasibility and process complexity.

Inventive Principle:
Principle #5Merging (Combining)

2Ease of manufacture

If separate dehydration and oxidation steps are used, then each reaction can be optimized independently, but energy efficiency decreases due to endothermic dehydration requiring heating and exothermic oxidation requiring heat removal

Engineering Contradiction:
Improvereaction optimizationVSAvoidenergy efficiency
Core Design Contradiction:
Ease of manufactureVSLoss of energy

Solution Approach 1:

By merging the dehydration and oxidation reactions into one simultaneous process, the patent enables heat integration where the exothermic oxidation reaction provides heat for the endothermic dehydration reaction. This internal heat exchange eliminates the need for external heating and cooling, directly addressing the energy efficiency problem while maintaining independent catalytic optimization through the dual-component catalyst system.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The integrated reaction system is self-sufficient in terms of heat management. The oxidation reaction automatically provides the necessary heat for the dehydration reaction without requiring external energy input or heat removal systems. The process serves its own thermal needs through the coupled reactions, eliminating energy losses associated with separate heating and cooling operations.

Inventive Principle:
Principle #25Self-service

3Reliability

If gas phase reaction is used with molybdenum-bismuth-iron catalyst, then α,β-unsaturated aldehydes and carboxylic acids can be produced from t-butanol, but the reactor size becomes large and reaction temperature becomes high

Engineering Contradiction:
Improveproduct production capabilityVSAvoidreactor size
Core Design Contradiction:
ReliabilityVSVolume of stationary object

Solution Approach 1:

The patent changes the physical state parameter from gas phase to liquid phase reaction. This parameter change allows for more efficient heat and mass transfer, enabling the use of smaller reactor volumes. The liquid phase environment also facilitates better contact between reactants and the noble metal catalyst, improving reaction efficiency and reducing the required reactor size while maintaining product production capability.

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 approach simplifies the production process and improves energy efficiency by integrating dehydration and oxidation reactions, enabling the direct conversion of alcohols to α,β-unsaturated aldehydes and α,β-unsaturated carboxylic acids in a single step and vessel.

Implementation Method 1

dehydrating and oxidizing the alcohol in a liquid phase in the presence of molecular oxygen and a noble metal-containing catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

oxidizing the alcohol in a liquid phase in the presence of molecular oxygen

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 3

dehydrating and oxidizing the alcohol in a liquid phase in the presence of molecular oxygen, a noble metal-containing catalyst, and an acidic substance

Methodology Applied
Scientific EffectAcid catalysis: Catalysis

Data Source

PatentUS8173838B2Method for producing at least one of α, β-unsaturated aldehyde and α, β-unsaturated carboxylic acid
Publication Date: 2012.05.08 MITSUBISHI CHEM CORP

AI summary

Disclosed is a method for producing at least one of an α,β-unsaturated aldehyde and an α,β-unsaturated carboxylic acid from an alcohol in a liquid phase through a simple process. Namely, at least one of an α,β-unsaturated aldehyde and an α,β-unsaturated carboxylic acid is produced by dehydrating and oxidizing an alcohol in a liquid phase at 110 to 250° C. in the presence of molecular oxygen and a noble metal-containing catalyst. Alternatively, at least one of an α,β-unsaturated aldehyde and an α,β-unsaturated carboxylic acid is produced by dehydrating and oxidizing an alcohol in a liquid phase in the presence of molecular oxygen, a noble metal-containing catalyst, and an acidic substance.