Silane Coupling Agent Intramolecular Crosslinking Adhesion

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Solution Overview

Problem

Current silane coupling agents with imide or amic acid structures are insufficient in promoting adhesion between highly polar, heat-resistant organic materials like polyimides and metals, as they lack effective chemical bonding capabilities.

Innovation Solution

A silane coupling agent is developed by reacting a silane coupling agent with a succinic anhydride functional group with a primary and/or secondary amine compound in an aprotic organic solvent at elevated temperatures, inducing a dealcoholization reaction that forms a high-molecular-weight compound with an amic acid structure, enhancing adhesion through intramolecular crosslinking.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If silane coupling agents with imide or amic acid structures are used, then compatibility with highly polar, heat-resistant organic materials is improved, but adhesion promoting capability is insufficient

Engineering Contradiction:
Improvecompatibility with highly polar, heat-resistant organic materialsVSAvoidadhesion promoting capability
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent changes the molecular weight parameter of the silane coupling agent by heating the amic acid structure at high temperatures (100-200°C) for extended periods (1-48 hours), transforming it from a low molecular weight compound to a high molecular weight compound with enhanced adhesion promoting capability while maintaining compatibility with highly polar, heat-resistant organic materials

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite structure by combining the silane coupling agent with high molecular weight compounds formed through intramolecular crosslinking of the amic acid structure, resulting in a synergistic material that exhibits both compatibility with polar materials and enhanced adhesion promoting capability

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If imide structure is used in silane coupling agent, then compatibility with heat-resistant materials is improved, but chemical bonding ability is insufficient

Engineering Contradiction:
Improvecompatibility with heat-resistant materialsVSAvoidchemical bonding ability
Core Design Contradiction:
Adaptability or versatilityVSStrength

Solution Approach 1:

The patent segments the amic acid structure into functional components: the carboxylic acid group provides chemical bonding capability through reaction with metal surfaces, while the imide structure maintains compatibility with heat-resistant materials. This segmentation allows each component to fulfill its specific function effectively

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent introduces a high molecular weight compound as an intermediary substance formed by intramolecular crosslinking of the amic acid structure. This intermediary enhances the chemical bonding ability between the silane coupling agent and metal surfaces while preserving the compatibility with heat-resistant organic materials

Inventive Principle:
Principle #24Intermediary (Mediator)

3Ease of operation

If conventional silane coupling agents are used, then ease of application is maintained, but adhesion performance under severe conditions deteriorates

Engineering Contradiction:
Improveease of applicationVSAvoidadhesion performance under severe conditions
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent performs preliminary action by pre-heating the silane coupling agent at high temperatures (100-200°C) for extended periods (1-48 hours) before application. This preliminary treatment transforms the low molecular weight compound into a high molecular weight compound that maintains ease of application while significantly improving adhesion performance under severe conditions such as high temperature and pressure cooker tests

Inventive Principle:
Principle #10Preliminary action

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 resulting silane coupling agent exhibits a remarkable adhesion promoting effect, maintaining strong bonding between polyimide or polyamide materials and metals, even after exposure to high temperatures and pressure cooker tests.

Implementation Method 1

heating the reaction solution at or above the boiling point of the organic solvent for thereby effecting dealcoholization reaction between the carboxylic acid group and the alkoxysilyl group in the starting silane coupling agent structure

Methodology Applied
Scientific EffectDealcoholization reaction: Chemical Bonding

Implementation Method 2

The crosslinked polymer component exerts a remarkable adhesion promoting effect

Methodology Applied
Scientific EffectIntramolecular crosslinking: Chemical Bonding

Implementation Method 3

heating the reaction solution at or above the boiling point of the organic solvent for thereby effecting dealcoholization reaction... while distilling off the organic solvent

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentUS9221849B2Silane coupling agent, making method, primer composition, and coating composition
Publication Date: 2015.12.29 SHIN ETSU CHEMICAL CO LTD
  • US9221849B2 patent drawing
  • US9221849B2 patent drawing
  • US9221849B2 patent drawing

AI summary

A silane coupling agent is obtained from high-temperature heat distillation reaction of a silane coupling agent having a customary amic acid structure group. Dealcoholization reaction takes place between the carboxylic acid group and the alkoxysilyl group in the structure to induce intramolecular crosslinking. The crosslinked polymer component exerts a remarkable adhesion promoting effect.