Alkoxy-Functional Organosilicon Synthesis via Ammonium Carboxylate Catalysts

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Solution Overview

Problem

Traditional methods for preparing functional organosilicon compounds are often difficult and expensive, and can lead to decreased yields and purities due to incompatibility with silicone and organic materials, often causing unwanted reactions such as silicone rearrangements, hydrolysis, and degradation.

Innovation Solution

A method involving the reaction of an initial organosilicon compound with an alcohol component in the presence of a catalyst, such as an ammonium carboxylate compound or a titanate compound, to produce alkoxy-functional organosilicon compounds, which are useful in hybrid materials synthesis.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If traditional catalysts (strong acids and bases) are used to prepare functional organosilicon compounds, then the synthesis can proceed, but silicone rearrangements and unwanted reactions occur, decreasing yields and purities

Engineering Contradiction:

Improvesynthesis efficiencyVSAvoidproduct purity

Core Design Contradiction:

ProductivityVSManufacturing precision

Solution Approach 1:

The patent changes the chemical parameters of the catalyst system by using ammonium carboxylate compounds or titanate compounds instead of traditional strong acids and bases. This parameter change in catalyst chemistry eliminates the harmful side reactions (silicone rearrangements, hydrolysis, degradation) while maintaining synthesis efficiency, thereby improving both productivity and manufacturing precision simultaneously

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The patent introduces specific intermediary catalysts (ammonium carboxylate compounds or titanate compounds) that mediate the reaction between organosilicon compounds and alcohols. These intermediary catalysts provide a controlled reaction pathway that prevents unwanted side reactions, ensuring high product purity while maintaining good yields

Inventive Principle:

Principle #24Intermediary (Mediator)

2Productivity

If traditional catalysts are used for synthesizing functional organosilicon compounds, then the reaction can be catalyzed, but costs increase and general applicability is limited

Engineering Contradiction:

Improvereaction rateVSAvoidmanufacturing cost

Core Design Contradiction:

ProductivityVSEase of manufacture

Solution Approach 1:

The patent employs relatively simple and cost-effective catalysts (ammonium carboxylate compounds or titanate compounds) that can be easily obtained and used. These catalysts are more economical compared to noble metal-based catalysts, reducing manufacturing costs while maintaining good reaction rates and broad applicability across different substrate types

Inventive Principle:

Principle #27Cheap short-living objects (Disposable)

3Adaptability or versatility

If conventional synthesis methods are used, then functional organosilicon compounds can be prepared, but incompatibility with silicone and organic materials causes degradation and unwanted transformations

Engineering Contradiction:

Improvemethod applicabilityVSAvoidreaction stability

Core Design Contradiction:

Adaptability or versatilityVSReliability

Solution Approach 1:

The patent changes the reaction conditions by introducing specific catalysts (ammonium carboxylate or titanate) that create a compatible reaction environment. This parameter change in catalyst chemistry ensures compatibility with both silicone and organic materials, preventing degradation and unwanted transformations while maintaining broad method applicability and high reaction stability

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 method enables the efficient and cost-effective synthesis of alkoxy-functional organosilicon compounds, improving yields and purities, and facilitating the preparation of silicone-organic hybrid materials without the drawbacks of traditional methods.

Implementation Method 1

reacting (A) an initial organosilicon compound and (B) an alcohol component in the presence of (C) a catalyst, thereby preparing the alkoxy-functional organosilicon compound

Methodology Applied

Scientific EffectCatalysis: Catalysis

Data Source

PatentUS11859054B2Method of preparing alkoxy-functional organosilicon compounds

Publication Date: 2024.01.02 DOW SILICONES CORP

AI summary

A method of preparing an alkoxy-functional organosilicon compound is provided. The method comprises reacting (A) an initial organosilicon compound and (B) an alcohol component in the presence of (C) a catalyst, thereby preparing the alkoxy-functional organosilicon compound. The initial organosilicon compound (A) comprises at least one alkoxysilyl group. The alcohol component (B) comprises an organic alcohol. The catalyst (C) comprises (C1) an ammonium carboxylate compound or (C2) a titanate compound. A reaction product comprising an alkoxy-functional organosilicon compound prepared in accordance with the method, and a composition comprising the reaction product, are also provided. The alkoxy-functional organosilicon compound, and the reaction product and composition comprising the same, are prepared in increased purity under functional group-tolerant conditions.