Supported Phase Transfer Catalyst for Thiocarboxylate Silane

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Solution Overview

Problem

Catalysts used in the production of thiocarboxylate-containing hydrolysable silanes are difficult to separate from the reaction mixture, leading to contamination and a need for improved catalytic activity.

Innovation Solution

A solid inorganic oxide-supported quaternary ammonium halide phase transfer catalyst, where the quaternary ammonium halide is covalently bonded to the inorganic oxide, allowing for easy removal and recycling while maintaining catalytic activity, is employed in the process of producing thiocarboxylate-containing hydrolysable silanes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If non-supported phase transfer catalysts are used in the preparation of thiocarboxylate silane, then catalytic activity is achieved, but the catalyst is difficult to separate from the reaction mixture and contaminates the product

Engineering Contradiction:
Improvecatalytic activityVSAvoidcatalyst contamination
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The catalyst active component (quaternary ammonium halide) is extracted from the bulk liquid phase and immobilized onto a solid inorganic oxide support. This separation of the catalytic function from the liquid reaction medium allows the catalyst to remain in the solid phase while the product forms in the liquid phase, enabling easy separation by filtration or decantation and eliminating catalyst contamination of the product.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

An inorganic oxide support material serves as an intermediary carrier that holds the quaternary ammonium halide catalyst. The support provides a solid matrix that allows the catalyst to function while being physically separable from the reaction mixture. The intermediary support enables the catalyst to be removed without affecting the product quality.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If traditional catalysts are used in the production process, then the reaction can proceed, but the catalyst requires complex separation procedures and cannot be easily recycled

Engineering Contradiction:
Improveproduction efficiencyVSAvoidcatalyst separation and recycling
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The catalyst is extracted from the liquid reaction phase and fixed onto a solid support, allowing simple physical separation methods (filtration, decantation) to remove the catalyst from the reaction mixture. This eliminates complex separation procedures and enables straightforward catalyst recovery and recycling for subsequent production batches.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The physical state of the catalyst is changed from liquid/dissolved phase to solid immobilized phase. This parameter change (from soluble to insoluble form) fundamentally alters the separation requirements, enabling easy removal by simple physical means and facilitating catalyst reuse without complex processing.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If homogeneous catalysts are used, then catalytic activity is maintained, but the catalyst cannot be easily removed from the aqueous phase containing the mixture and product

Engineering Contradiction:
Improvecatalytic activityVSAvoidcatalyst removal from aqueous phase
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The catalyst is taken out of the aqueous liquid phase and immobilized on a hydrophobic or neutral inorganic oxide support surface. The catalyst remains accessible to reactants in the aqueous phase but is physically excluded from the bulk liquid, allowing easy removal by filtration or decantation while maintaining catalytic function at the solid-liquid interface.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

A composite catalyst system is created by combining the quaternary ammonium halide (catalytically active component) with an inorganic oxide support (structural carrier). This composite structure integrates the liquid-phase catalytic activity with solid-phase separability, achieving both high catalytic efficiency and easy removal from the aqueous reaction mixture.

Inventive Principle:
Principle #40Composite materials

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 enables efficient production of thiocarboxylate-containing hydrolysable silanes with improved catalytic activity and easy catalyst separation, reducing contamination and enhancing process efficiency.

Implementation Method 1

the quaternary ammonium halide is covalently bonded to the inorganic oxide

Methodology Applied
Scientific EffectCovalent bonding: Chemical Bonding

Implementation Method 2

solid inorganic oxide-supported quaternary ammonium halide phase transfer catalyst

Methodology Applied
Scientific EffectPhase transfer catalysis: Catalysis

Data Source

PatentEP2978768B1Catalytic process for the preparation of thiocarboxylate silane
Publication Date: 2017.11.29 MOMENTIVE PERFORMANCE MATERIALS INC
  • EP2978768B1 patent drawing
  • EP2978768B1 patent drawing
  • EP2978768B1 patent drawing

AI summary

The invention is directed to a process for the preparation of thiocarboxylate silane comprising reacting an aqueous solution of a salt of a thiocarboxylic acid with a haloalkyl silane in the presence of a solid inorganic oxide-supported phase transfer catalyst. The invention is also directed to a process for the preparation of an aqueous solution of a salt of a thiocarboxylic acid which comprises reacting an aqueous solution of a sulfide and/or hydrosulfide with an acid halide in the presence of a said solid catalyst.