Bisalkoxysilane Coupling Agent Synthesis via Hydrosilylation

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Conventional aminosilane compounds with only one alkoxysilyl moiety do not fully realize their coupling effect when used as silane coupling agents, coating additives, or adhesives due to insufficient utilization of the alkoxysilyl group.

Innovation Solution

A novel bisalkoxysilane compound with two alkoxysilyl moieties is synthesized through the dihydrosilylation of a diolefin compound in the presence of a platinum catalyst, allowing for enhanced coupling and bonding capabilities.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional aminosilane compounds with one alkoxysilyl moiety are used, then the molecular structure is simple and ease of manufacture is good, but the coupling effect is insufficient

Engineering Contradiction:
Improvecoupling effectVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The invention divides the silane coupling functionality into separate segments by introducing multiple alkoxysilyl moieties (two or more) into the aminosilane molecule. This segmentation allows each alkoxysilyl group to independently participate in coupling reactions, thereby enhancing the overall coupling effect while maintaining the effectiveness of each individual moiety

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention merges multiple alkoxysilyl functional groups into a single aminosilane molecule, creating a multifunctional compound that combines the benefits of multiple coupling sites in one molecular structure. This merging approach maximizes the coupling effect by enabling crosslinking and network formation

Inventive Principle:
Principle #5Merging (Combining)

2Reliability

If compounds with multiple alkoxysilyl moieties are synthesized, then the coupling effect is enhanced, but the manufacturing process becomes more complex

Engineering Contradiction:
Improvecoupling effectVSAvoidsynthesis process simplicity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention employs preliminary action by using pre-synthesized diolefin compounds with specifically designed carbon chains as starting materials. The platinum catalyst is pre-selected and prepared before the hydrosilylation reaction, ensuring that the multi-alkoxysilyl compound can be synthesized efficiently through a single well-planned reaction step rather than requiring multiple sequential reactions

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The invention utilizes parameter changes by adjusting the number and type of alkoxysilyl moieties in the molecular structure to optimize coupling performance. The carbon chain length and composition are also adjusted as parameters to balance coupling effectiveness with manufacturing feasibility

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

The bisalkoxysilane compound achieves improved performance as a silane coupling agent, coating additive, adhesive, and fiber treating agent by fully utilizing the alkoxysilyl moieties, resulting in enhanced properties and effectiveness in these applications.

Implementation Method 1

reacting a diolefin compound represented by the following general formula (2): wherein R1 wherein R5

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3015471B1Novel bisalkoxysilane compound and its production method
Publication Date: 2018.02.28 SHIN ETSU CHEMICAL CO LTD
  • EP3015471B1 patent drawingFigure 1
  • EP3015471B1 patent drawingFigure 2
  • EP3015471B1 patent drawingFigure 3

AI summary

Bisalkoxysilane compounds of formula (1) exhibiting high effect as a silane coupling agent, coating additive, adhesive, and the like is provided. wherein R1 and R2 are respectively hydrogen atom or an unsubstituted or substituted monovalent hydrocarbon group containing 1 to 10 carbon atoms, R3 is a straight chain or branched divalent hydrocarbon group containing 3 to 10 carbon atoms, R4 is a straight chain or branched divalent hydrocarbon group containing 3 to 10 carbon atoms optionally containing a heteroatom, R5 and R6 are respectively a monovalent hydrocarbon group containing 1 to 10 carbon atoms, and n is 0, 1, or 2. Production methods of formula (1) compounds by hydrosilylating bisallylated disilane (2) with a formula (3) compound are also claimed Bis(trimethoxysilylpropyloxyethyl)methylamine and 3-oxy-6-trimethoxysilylhexyl-3'-trimethoxysilylpropyl-methylamine are disclosed as examples according to formula (1).