Copper-Based Catalyst for MIBC and IBHK Production

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Solution Overview

Problem

Current processes for producing methyl isobutyl carbinol (MIBC) and isobutyl heptyl ketone (IBHK) plus trimethyl nonanol (TMN) are limited by the need for separate, labor-intensive campaigns and the use of expensive nickel-based catalysts, leading to high conversion costs and hydrocarbon impurities.

Innovation Solution

A process using a copper-based condensation/hydrogenation/dehydration catalyst to produce MIBC and/or a mixture of IBHK and TMN by contacting MIBK with hydrogen under controlled temperature conditions, eliminating the need for separate campaigns and reducing impurities.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If nickel-based catalysts are used for MIBC production, then conversion efficiency is maintained, but conversion costs increase and hydrocarbon impurities are generated

Engineering Contradiction:
Improveconversion efficiencyVSAvoidhydrocarbon impurities
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent replaces expensive nickel-based catalysts with a more economical copper-based catalyst system. The copper catalyst achieves comparable conversion efficiency while eliminating the generation of hydrocarbon impurities associated with nickel catalysts, thereby reducing both material costs and purification requirements

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent modifies reaction parameters including temperature control (100-200°C), pressure conditions (1-10 atm), and catalyst composition (copper with promoters like zinc oxide, aluminum oxide, or calcium oxide) to optimize the hydrogenation reaction. These parameter changes enable the copper catalyst to achieve nickel-level efficiency without the harmful byproducts

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If separate campaigns are used for MIBC and IBHK+TMN production, then product purity is maintained, but productivity decreases due to labor-intensive operations

Engineering Contradiction:
Improveproduct purityVSAvoidproduction efficiency
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The patent combines two separate production campaigns (MIBC production and IBHK+TMN production) into a single integrated process using a multifunctional copper-based catalyst. This catalyst simultaneously performs condensation, hydrogenation, and dehydration reactions to produce both product streams in one reactor system, eliminating the need for separate campaigns while maintaining product purity through controlled reaction conditions

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The copper-based catalyst system is designed with multi-functionality to perform multiple chemical transformations: condensation of acetone to mesityl oxide, hydrogenation to MIBC, and dehydration to IBHK and TMN. This universal catalyst replaces the need for multiple specialized catalysts and separate processing campaigns, significantly improving productivity

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

3Ease of manufacture

If copper-based catalysts are used instead of nickel-based catalysts, then conversion costs decrease, but catalyst activity may be reduced

Engineering Contradiction:
Improveconversion costVSAvoidcatalyst activity
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent employs composite catalyst formulations where copper is combined with promoter materials such as zinc oxide, aluminum oxide, calcium oxide, or magnesium oxide. These composite structures enhance the intrinsic activity of copper catalysts by providing additional active sites, improving hydrogen activation, and stabilizing the copper particles, thereby achieving nickel-level conversion efficiency at lower cost

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent optimizes reaction parameters including temperature (100-200°C), pressure (1-10 atm), and space velocity to maximize copper catalyst performance. By carefully controlling these parameters, the copper-based catalyst achieves high conversion rates and selectivity, compensating for any inherent activity differences compared to nickel catalysts

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 increases IBHK plus TMN capacity, lowers conversion costs, and generates fewer hydrocarbon impurities compared to nickel-based catalyst systems, while allowing for single-step production with temperature control of the product mix.

Implementation Method 1

contacting MIBK with hydrogen under condensation/hydrogenation/dehydration reactive conditions and in the presence of a catalytic amount of a Cu-based condensation/hydrogenation/dehydration catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

contacting MIBK with hydrogen under condensation/hydrogenation/dehydration reactive conditions

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 3

contacting MIBK with hydrogen under condensation/hydrogenation/dehydration reactive conditions

Methodology Applied
Scientific EffectCondensation: Condensation

Data Source

PatentUS8222460B2Process for the production of MIBC and /or IBHK plus TMN using copper-based catalysts
Publication Date: 2012.07.17 DOW GLOBAL TECHNOLOGIES LLC
  • US8222460B2 patent drawing
  • US8222460B2 patent drawing
  • US8222460B2 patent drawing

AI summary

MIBC and/or a mixture of IBHK and TMN is produced from MIBK by a process comprising the step of contacting MIBK with hydrogen under condensation/hydrogenation/dehydration reactive conditions and in the presence of a catalytic amount of a Cu-based condensation/hydrogenation/dehydration catalyst. The relative amounts of MIBC and the mixture of IBHK and TMN are controlled by the reaction temperature, a lower temperature, e.g., 130 C., favoring MIBC alone, and a higher temperature, e.g., 200 C., favoring a mixture of MIBC and IBHK plus TMN.