Cyclic Polysilane Synthesis via One-Pot Toluene Reflux

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Solution Overview

Problem

Current methods for producing cyclic polysilane compounds, such as those described in Patent Documents 2 and 3, involve complex purification operations due to the need to remove solvents and deactivation solutions, leading to cumbersome processes.

Innovation Solution

A one-pot method involving the reaction of a silane monomer compound in a liquid mixture of sodium dispersion and solvent, followed by the addition of an aromatic hydrocarbon and refluxing, simplifies the production of cyclic polysilane compounds by eliminating intermediate purification steps.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional methods using metallic sodium and multiple solvents are employed, then cyclic polysilane compounds can be synthesized, but complex purification operations are required to remove solvents and deactivation solutions

Engineering Contradiction:
Improvepurification operation complexityVSAvoidproduction efficiency
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent merges the synthesis reaction and deactivation steps into a single operation by using toluene as both the reaction solvent and the deactivation medium. The sodium dispersion reacts with the silane monomer in toluene, and then excess toluene directly deactivates any remaining sodium without requiring separation or addition of another solvent, thereby simplifying the purification process and improving manufacturing ease.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

Toluene serves multiple functions in this invention: it acts as the reaction solvent for the Wurtz coupling reaction, as the dispersing medium for sodium, and as the deactivation agent for excess sodium. This multi-functionality eliminates the need for separate solvents for each step, reducing operational complexity and improving productivity.

Inventive Principle:
Principle #6Universality (Multi-functionality)

2Reliability

If multiple solvents and deactivation solutions are used, then complete reaction and deactivation can be achieved, but operational complexity increases

Engineering Contradiction:
Improvereaction completenessVSAvoidoperational complexity
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent combines the reaction and deactivation functions into a single solvent system using toluene. The same toluene that facilitates the Wurtz coupling reaction also serves as the deactivation medium for excess sodium, eliminating the need for separate solvents and simplifying operational procedures while maintaining complete reaction and deactivation.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

Toluene performs self-service by acting as both the reaction medium and the deactivation agent. The excess toluene present after the reaction automatically deactivates remaining sodium without requiring additional reagents or complex operational steps, thereby reducing operational complexity while ensuring complete deactivation.

Inventive Principle:
Principle #25Self-service

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 the efficient production of cyclic polysilane compounds with increased yield and reduced operational complexity, as the same solvent can be used throughout the process, and the method is environmentally friendly and cost-effective.

Implementation Method 1

H. Lange et al. describe that 1,2,3,4-tetracycloalkyl-1,2,3,4-tetraphenylcyclotetrasilanes were prepared by Wurtz-coupling reactions from cycloalkylphenyldichlorosilanes with sodium dispersion

Methodology Applied
Scientific EffectWurtz-coupling reaction: Chemical Bonding

Implementation Method 2

a second step of adding an aromatic hydrocarbon to a reaction solution of the first step and heating and refluxing

Methodology Applied
Scientific EffectRefluxing: Boiling

Data Source

PatentEP3766890B1Method for preparing cyclic polysilane compound
Publication Date: 2024.02.28 KUREHA CORPORATION
  • EP3766890B1 patent drawing
  • EP3766890B1 patent drawing
  • EP3766890B1 patent drawing

AI summary

Provided is a method for producing a cyclic polysilane compound from a silane monomer compound in one-pot approach. The method for producing a cyclic polysilane compound according to an embodiment of the present invention includes a first step of adding and reacting a silane monomer compound in a liquid mixture of a sodium dispersion and a solvent; and a second step of adding an aromatic hydrocarbon to a reaction solution of the first step and heating and refluxing.