Organosilicon Synthesis via Aqueous Phase Separation

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Solution Overview

Problem

Existing processes for preparing organosilicon compounds face challenges such as difficult and expensive removal of finely divided solids, contamination with phase-transfer catalysts, and the need for solvent removal and drying, which complicate and increase the cost of production.

Innovation Solution

A process involving the reaction of haloalkoxysilanes with dry polysulphides or sulphides in the absence of a catalyst, where the organic solvent is removed, and the mixture is separated with water containing a buffer, eliminating the need for phase-transfer catalysts and solvents, and simplifying the solid separation process.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If a phase-transfer catalyst is used to facilitate the reaction between haloalkoxysilanes and polysulphides, then the reaction efficiency is improved, but the product becomes contaminated with the catalyst or its degradation products

Engineering Contradiction:
Improvereaction efficiencyVSAvoidcatalyst contamination
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The invention removes the phase-transfer catalyst from the reaction system entirely, replacing it with a direct reaction mechanism between haloalkoxysilanes and polysulphides in aqueous solution. This extraction of the harmful catalyst element eliminates contamination while maintaining reaction efficiency through optimized reaction conditions.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention employs a simple, catalyst-free approach that uses readily available aqueous polysulphide solutions and haloalkoxysilanes without requiring expensive or complex catalytic systems. The reaction proceeds efficiently without persistent catalyst residues, effectively using simple, disposable reactants.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

2Ease of operation

If toluene is used as a solvent to support phase separation, then the phase separation is decisively supported, but the organosilicon compound must be freed from the solvent by vacuum distillation and the solvent must be dried before further use

Engineering Contradiction:
Improvephase separationVSAvoidsolvent removal and drying equipment
Core Design Contradiction:
Ease of operationVSDevice complexity

Solution Approach 1:

The invention changes the fundamental parameter of the reaction medium from organic solvent (toluene) to aqueous solution. This parameter change enables direct phase separation with water without requiring additional solvent removal equipment, as the reaction naturally proceeds in water and the product can be separated by simple filtration or decantation.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention utilizes the hydraulic properties of aqueous solutions to achieve phase separation. By conducting the reaction in water and utilizing the density and solubility differences between the aqueous phase and organic product, the system achieves effective separation without requiring vacuum distillation or complex drying equipment.

Inventive Principle:
Principle #29Pneumatics and hydraulics

3Ease of manufacture

If the salt formed in the nucleophilic substitution is precipitated from an organic phase, then the working-up can be effected by filtration or centrifuging, but the salt becomes very finely divided and difficult to separate

Engineering Contradiction:
Improvesolid separationVSAvoidsalt particle size
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

Instead of precipitating the salt from an organic phase where it forms fine divisions, the invention inverts the approach by conducting the reaction in aqueous solution where the salt remains soluble or forms manageable precipitates that can be easily separated by filtration or centrifugation without requiring fine particle handling.

Inventive Principle:
Principle #13The other way round (Inversion)

4Reliability

If the reaction is conducted under anhydrous conditions, then the organosilicon compounds can be prepared, but the removal of finely divided solids becomes difficult and expensive

Engineering Contradiction:
Improveproduct formationVSAvoidsolid removal
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention fundamentally changes the reaction condition parameter from anhydrous to aqueous environment. This parameter change maintains reliable product formation while dramatically simplifying solid removal, as the aqueous medium allows for easy filtration and separation of inorganic salts without requiring expensive specialized equipment or procedures.

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 simplifies the production of organosilicon compounds by eliminating the need for costly solvent removal and catalyst contamination, reducing production costs and improving the efficiency of solid separation, while ensuring the purity of the final product.

Implementation Method 1

silylalkylpolysulphanes can be prepared substantially by a nucleophilic substitution on chloroalkylsilanes with anionic polysulphides

Methodology Applied
Scientific EffectNucleophilic substitution: Chemical Bonding

Implementation Method 2

the organic solvent is removed from the resulting suspension

Methodology Applied
Scientific EffectEvaporation: Evaporation

Implementation Method 3

the mixture containing the organosilicon compound of the general formula (I) and the solid MX is mixed with water, containing at least one buffer, and the resulting phases are separated

Methodology Applied
Scientific EffectPhase separation: Liquid-Liquid Extraction

Data Source

PatentUS7371881B2Process for the preparation of organosilicon compounds
Publication Date: 2008.05.13 EVONIK OPERATIONS GMBH

AI summary

A process for the preparation of an organosilicon compound of the formula (I)(R1R2R3SiR4)2Sx  (I)by reacting haloalkoxysilanes of the general formula (II)R1R2R3SiR4X  (II)with a dry polysulphide of the general formula (III)M2Sz  (III)and/or dry sulphide of the general formula IVM2S  (IV)and optionally sulphur in an organic solvent, the organic solvent being removed from the resulting suspension, the mixture containing the organosilicon compound of the general formula (I) and the solid MX being mixed with water containing at least one buffer, and the resulting phases being separated.