Organosilicon Coupling Compound for Multi-Substrate Adhesion

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Solution Overview

Problem

Conventional silane coupling agents with polymerizable groups lack sufficient adherence to various substrates, and there are few examples of silane coupling agents with both an alkenyl ether moiety and an acryloyl group on the same molecule, limiting their effectiveness in forming cured products with excellent adherence.

Innovation Solution

Development of an organosilicon compound with a hydrolyzable silyl group, alkenyl ether moiety, and acryloyl group, prepared by reacting a halogen group-containing organosilicon compound with a metal salt compound, which can be incorporated into curable compositions to enhance adherence to substrates.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional polymerizable group-containing silane coupling agents are used, then the composition can be cured through polymerization, but the adherence to various substrates is insufficient

Engineering Contradiction:
Improveadherence to substratesVSAvoidsubstrate compatibility
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent combines both an alkenyl ether moiety and an acryloyl group on the same silane coupling agent molecule. The alkenyl ether moiety provides excellent adherence to various substrates through cyclic polymerization, while the acryloyl group enables radical polymerization. This merging of two different polymerizable moieties with complementary functions resolves the contradiction between achieving good adherence and maintaining versatility across different substrates.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The silane coupling agent described in the patent represents a composite molecular structure that integrates multiple functional groups (hydrolyzable silyl group, alkenyl ether moiety, and acryloyl group) into a single molecule. This composite structure allows the material to exhibit both excellent substrate adherence through cyclic polymerization of the alkenyl ether and crosslinking capability through radical polymerization of the acryloyl group, thereby achieving both high reliability and versatility.

Inventive Principle:
Principle #40Composite materials

2Reliability

If silane coupling agents with both alkenyl ether moiety and acryloyl group are developed, then excellent adherence and curing properties are achieved, but the device complexity and synthesis difficulty increase

Engineering Contradiction:
Improvecuring properties and adherenceVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies local quality by positioning specific functional groups at particular locations within the silane coupling agent molecule. The alkenyl ether moiety is positioned to interact with substrates, while the acryloyl group is positioned for crosslinking. This spatial arrangement of different functional groups with specialized functions allows the molecule to achieve excellent curing properties and adherence without requiring overly complex overall molecular architecture.

Inventive Principle:
Principle #3Local quality

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 organosilicon compound improves the adherence of cured products, making them suitable for use as coating agents and adhesives with excellent bonding properties.

Implementation Method 1

reacting a halogen group-containing organosilicon compound with a metal salt compound

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

a silicon atom-bonded hydrolyzable group

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 3

undergo cyclic polymerization via a radical polymerization mechanism

Methodology Applied
Scientific EffectRadical polymerization: Photopolymerisation

Data Source

PatentUS12577432B2Organosilicon compound, production method therefor, and curable composition
Publication Date: 2026.03.17 SHIN ETSU CHEMICAL CO LTD
  • US12577432B2 patent drawing
  • US12577432B2 patent drawing
  • US12577432B2 patent drawing

AI summary

An organosilicon compound represented by formula (1).(R1 is an alkyl, alkenyl, aryl, or acyl group, R2 is an alkyl or aryl group, R3 is a hydrogen atom or a methyl group, A1 is a single bond or an alkylene group, A2, A3, and A4 are each a methylene group or an oxygen atom, with the proviso that at least one of the A2, A3, and A4 moieties is an oxygen atom, and n is an integer of 1-3.)