Alkali Metal Catalyst for Methacrylic Acid Ester Yield

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Solution Overview

Problem

Conventional processes for producing methacrylic acid esters face challenges in achieving high yields and purity due to limitations in catalyst efficiency, by-product interference, and the need for high reaction temperatures, leading to unacceptable by-product formation and catalyst deactivation.

Innovation Solution

A method involving the use of a catalyst comprising lithium, sodium, potassium, rubidium, or cesium to vaporize a mixture of alkyl α-hydroxyisobutyrate and alkyl β-alkoxyisobutyrate, facilitating their concurrent conversion to methacrylic acid esters with high yield and purity, while tolerating the presence of other by-products.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional catalysts are used for converting alkyl α-hydroxyisobutyrate and alkyl β-alkoxyisobutyrate to methacrylic acid esters, then the conversion can proceed, but the reaction requires high temperatures which lead to unacceptable by-product formation and catalyst deactivation

Engineering Contradiction:
Improveconversion rateVSAvoidby-product formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical composition parameters of the catalyst by incorporating alkali metals (Li, Na, K, Rb, Cs) and alkaline earth metals (Mg, Ca, Sr, Ba) in specific weight ratios (metal oxide 5-50 wt%, metal hydroxide 5-50 wt%). This parameter optimization allows the reaction to proceed at lower temperatures (200-400°C) while maintaining high conversion rates and minimizing by-product formation through improved catalytic selectivity.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If high reaction temperatures are used to achieve high conversion, then productivity increases, but catalyst deactivation occurs and by-product formation becomes unacceptable

Engineering Contradiction:
Improveconversion rateVSAvoidcatalyst stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent employs a composite catalyst system combining multiple metal components (alkali metals and alkaline earth metals) with specific physical support materials. This composite structure enhances catalyst stability and resistance to deactivation at operating temperatures of 200-400°C, while the synergistic effect of multiple metal components improves selectivity and reduces by-product formation compared to single-component catalysts.

Inventive Principle:
Principle #40Composite materials

3Manufacturing precision

If by-products are removed through additional separation steps, then product purity increases, but process complexity and operational difficulty increase

Engineering Contradiction:
Improveproduct purityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent converts the harmful by-products (alkyl α-hydroxyisobutyrate and alkyl β-alkoxyisobutyrate) into beneficial product (methacrylic acid esters) by using them as substrates for the catalytic conversion reaction. The catalyst system selectively transforms these by-products into the desired ester product, eliminating the need for complex separation and purification steps while achieving high product purity (>95%).

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

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 achieves high yield and purity of methacrylic acid esters, exceeding previous processes by 2-4% based on starting acetone cyanohydrin, with the catalyst effectively converting by-products to additional methacrylic acid ester product, reducing waste and operational complexity.

Implementation Method 1

contacting the vaporized organic fraction and alcohol with a catalyst comprising at least one element selected from the group consisting of lithium, sodium, potassium, rubidium, cesium and francium, to convert the C1-C12 alkyl α-hydroxyisobutyrate and C1-C12 alkyl β-C1-C12 alkoxyisobutyrate to additional C1-C12 alkyl methacrylate

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

vaporizing at least a portion of the organic fraction and at least a portion of the C1-C12 alkyl alcohol

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentUS9000211B2Process for production of methacrylic acid ester having increased yield
Publication Date: 2015.04.07 ROHM & HAAS CO
  • US9000211B2 patent drawing
  • US9000211B2 patent drawing
  • US9000211B2 patent drawing

AI summary

This invention provides a method for producing α,β-unsaturated carboxylic acid esters in high yield from acetone cyanohydrin and sulfuric acid through the separation and concurrent catalytic conversion of reaction side products to additional α,β-unsaturated carboxylic acid ester product. The catalyst comprises at least one Group IA element and may include a porous support and/or a promoter element selected from at least one of phosphorous, boron, titanium, zinc, zirconium, tin, bismuth, cerium, and alkaline earth metals. The method for producing methacrylic acid esters, such as methylmethacrylate (MMA), comprises the steps of: i) providing an alkyl alcohol and an organic traction comprising an alkyl methacrylate, an alkyl α-hydroxyisobutyrate and an alkoxyisobutyrate; ii) vaporizing at least a portion of the organic fraction and at least a portion of the alkyl alcohol; iii) contacting the vaporized organic fraction and alcohol with a catalyst comprising at least one element selected from the group consisting of lithium, sodium, potassium, rubidium, cesium and francium, to convert the alkyl ahydroxyisobutyrate and alkyl alkoxyisobutyrate to additional alkyl methacrylate and produce a mixture comprising alkyl methacrylate, methacrylic acid, alkyl alcohol, and water.