Cesium-Phosphate Catalyst for Methacrylic Acid Ester Production

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Solution Overview

Problem

Current processes for converting α-MOB and β-MEMOB to MMA produce significant amounts of methyl isobutyrate (MIB) by-products, which are undesirable.

Innovation Solution

A process involving the use of a supported catalyst comprising cesium and a phosphate promoter to convert C1-C12 alkyl α-hydroxyisobutyrate and C1-C12 alkyl β-alkoxyisobutyrate to C1-C12 alkyl methacrylate, with reaction conditions that minimize MIB formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional catalysts (crystalline aluminosilicate or cesium on silica gel) are used for converting α-MOB and β-MEMOB to MMA, then the conversion process can proceed, but significant amounts of methyl isobutyrate (MIB) by-products are produced

Engineering Contradiction:
Improveconversion of α-MOB and β-MEMOB to MMAVSAvoidMIB by-product formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent modifies the catalyst composition by adding phosphate promoters (such as ammonium phosphate, phosphoric acid, or trimethyl phosphate) to the cesium-exchanged zeolite Y catalyst. This chemical parameter change in the catalyst system fundamentally alters the reaction pathway, achieving high conversion of α-MOB and β-MEMOB to MMA while suppressing MIB by-product formation to less than 5 wt% of total products.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite catalyst system combining cesium-exchanged zeolite Y with phosphate promoters. This composite material integrates the high activity of cesium-exchanged zeolite Y for esterification and dehydration reactions with the selectivity-enhancing properties of phosphate promoters, resulting in a catalyst that simultaneously achieves high conversion and low MIB by-product formation.

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If the esterification product stream is subjected to distillation to recover MMA, then the desired product can be isolated, but the process produces a liquid residue stream requiring further separation and purification

Engineering Contradiction:
Improveisolation of MMA productVSAvoidseparation and purification steps
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent changes the reaction parameters by using a catalytic system that selectively promotes the desired esterification and dehydration reactions while suppressing side reactions. This parameter change in catalyst composition and reaction conditions (temperature, pressure, molar ratios) enables the reaction to proceed with high selectivity, producing a crude esterification product stream that requires minimal separation steps and eliminates the need for complex distillation sequences.

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

The process effectively converts α-MOB and β-MEMOB to MMA with unexpectedly low amounts of MIB by-product, improving the efficiency and selectivity of the conversion.

Implementation Method 1

contacting a vapor feed stream with a catalyst comprising cesium to convert C1-C12 alkyl α-hydroxyisobutyrate and C1-C12 alkyl β-C1-C12 alkoxyisobutyrate to additional C1-C12 alkyl methacrylate

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS9199910B2Process for production of methacrylic acid esters
Publication Date: 2015.12.01 ROHM & HAAS CO
  • US9199910B2 patent drawing
  • US9199910B2 patent drawing

AI summary

A method for producing α-, β-unsaturated carboxylic acid esters in high yield from reaction by-product streams via the catalytic conversion of the by-products to additional α-, β-unsaturated carboxylic acid ester product. The catalyst comprises cesium, and phosphorous as a promoter, on a porous support.