SiOC-Bonded Polyether Siloxanes via Trifluoromethanesulfonate Catalysis

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Solution Overview

Problem

The existing processes for producing SiOC-bonded polyether siloxanes through transesterification of alkoxysiloxanes with polyetherols face challenges such as the formation of unwanted by-products like hexamethylcyclotrisiloxane, which causes maintenance issues, and the need for handling hazardous acids or bases, leading to safety concerns and product quality issues.

Innovation Solution

The use of trifluoromethanesulfonate salts as catalysts in the transesterification process, with controlled water content and specific reaction conditions, minimizes the formation of hexamethylcyclotrisiloxane and avoids the use of acids or bases, ensuring safer handling and higher product quality.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If traditional transesterification catalysts (acids or bases) are used, then the reaction proceeds, but hazardous substances are formed and safety concerns arise

Engineering Contradiction:
Improvetransesterification reactionVSAvoidhazardous acids or bases
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical parameter of the catalyst from traditional acids or bases to trifluoromethanesulfonate salts, which have different chemical properties that eliminate hazardous by-products while maintaining catalytic activity for the transesterification reaction

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces trifluoromethanesulfonate salts as an intermediary substance that mediates the transesterification reaction between alkoxysiloxanes and polyetherols, enabling the reaction to proceed without requiring hazardous acids or bases

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If conventional catalysts are used, then transesterification occurs, but unwanted by-products like hexamethylcyclotrisiloxane are formed

Engineering Contradiction:
Improvetransesterification conversionVSAvoidhexamethylcyclotrisiloxane by-product
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the catalyst parameter from conventional acids/bases to trifluoromethanesulfonate salts, which fundamentally alters the reaction pathway to eliminate cyclic siloxane by-products while maintaining high conversion to the desired polyether siloxane product

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the potentially harmful effect of catalyst-induced side reactions into a benefit by using trifluoromethanesulfonate salts that selectively promote the desired transesterification reaction while suppressing by-product formation, turning what would normally be a source of contamination into a source of high-purity product

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

3Power

If acid or base catalysts are used, then the reaction is catalyzed, but safety and handling become problematic

Engineering Contradiction:
Improvecatalytic activityVSAvoidhandling safety
Core Design Contradiction:
PowerVSEase of operation

Solution Approach 1:

The patent uses trifluoromethanesulfonate salts as an intermediary catalyst that provides the necessary catalytic activity for the transesterification reaction while being safer to handle than traditional acids or bases, eliminating the need for special safety protocols

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the catalyst's chemical parameters to use trifluoromethanesulfonate salts, which maintain effective catalytic activity for transesterification while having safer handling properties and eliminating hazardous by-products

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 allows for quantitative conversion of alkoxy groups to polyetherols without side reactions, providing high-resolution SiOC-bonded polyether siloxanes suitable for demanding applications like paint additives, with improved stability and reduced maintenance costs.

Implementation Method 1

The use of trifluoromethanesulfonate salts as catalysts in the transesterification process, with controlled water content and specific reaction conditions, minimizes the formation of hexamethylcyclotrisiloxane and avoids the use of acids or bases

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

a process for producing SiOC-bonded polyether siloxanes by transesterification of alkoxysiloxanes with polyetherols

Methodology Applied
Scientific EffectTransesterification: Chemical Bonding

Data Source

PatentUS11236204B2Production of SiOC-bonded polyether siloxanes
Publication Date: 2022.02.01 EVONIK OPERATIONS GMBH
  • US11236204B2 patent drawing
  • US11236204B2 patent drawing
  • US11236204B2 patent drawing

AI summary

SiOC-bonded polyether siloxanes are produced by transesterification of alkoxysiloxanes with polyetherols in the presence of trifluoromethanesulfonate as catalyst. The computational total water content of the reactants including alkoxysiloxanes and polyetherols is ≤5000 ppm by mass, advantageously ≤300 ppm by mass, preferably ≤150 ppm by mass, more preferably ≤100 ppm by mass, in particular ≤50 ppm by mass. The determination of the individual water contents is performed beforehand, preferably by titration according to Karl Fischer.