Polycyclic Aminosilane Compounds for Enhanced Additive Effects

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Solution Overview

Problem

Existing silane compounds with a single amino group per molecule exhibit insufficient additive effects when used as silane coupling agents, surface treating agents, resin additives, and adhesives, and they produce a significant amount of low-boiling alcohols, contributing to environmental concerns.

Innovation Solution

A polycyclic aminosilane compound with a specific structure is developed, which is synthesized by reacting an epoxy-containing organoxysilane with a hydroxyl-containing amine, followed by distillation in the presence of a catalyst, to enhance additive effects and minimize low-boiling alcohol production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If silane compounds with a single amino group per molecule are used, then the molecular structure is simple and easy to manufacture, but the additive effects are insufficient

Engineering Contradiction:
Improvemolecular structure simplicityVSAvoidadditive effects
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The invention divides the single amino group function into multiple amino groups within the same molecule by introducing a polycyclic structure containing multiple nitrogen atoms. This segmentation approach allows the molecule to exhibit enhanced additive effects while maintaining a systematic structural design that is still feasible to manufacture.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent embeds multiple amino-containing rings within a silane molecular framework, creating a nested structure where the polycyclic core contains multiple nitrogen atoms. This nested architecture enables the molecule to deliver multiple functional effects simultaneously while maintaining structural integrity and manufacturability.

Inventive Principle:
Principle #7Nested doll (Nesting)

2Reliability

If organoxysilane compounds react with moisture to form hydroxyl groups, then the additive effects due to functionality introduction increase, but low-boiling alcohols are produced causing environmental concerns

Engineering Contradiction:
Improveadditive effectsVSAvoidlow-boiling alcohol production
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The invention extracts the problematic low-boiling alcohol byproduct from the reaction system by designing a molecular structure where the xysilane group reacts to form high-boiling alcohol instead. This extraction principle eliminates the harmful low-boiling alcohol while preserving the beneficial hydroxyl group formation that enhances additive effects.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent converts the harmful effect of alcohol production into a beneficial outcome by designing the xysilane group to produce high-boiling alcohol instead of low-boiling alcohol. The high-boiling alcohol remains in the system as a useful byproduct rather than becoming an environmental pollutant, thus converting a harmful process into a beneficial one.

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

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 polycyclic aminosilane compounds demonstrate improved additive performance with minimal low-boiling alcohol evolution, making them more effective in various applications while reducing environmental impact.

Implementation Method 1

reacting an epoxy-containing organoxysilane compound having the general formula (3) with a hydroxyl-containing amine compound having the general formula (4)

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

distilling the resulting reaction mixture

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentEP3476851B1Polycyclic aminosilane compounds and making method
Publication Date: 2020.01.01 SHIN ETSU CHEMICAL CO LTD
  • EP3476851B1 patent drawingFigure 1
  • EP3476851B1 patent drawingFigure 2
  • EP3476851B1 patent drawingFigure 3

AI summary

Polycyclic aminosilane compounds of specific structure are fully effective for use as silane coupling agents, surface treating agents, resin additives, paint additives, and adhesives and evolve little or no low-boiling alcohols during service.