Branched Alkyl Silane Coupling Agent for Inorganic Resin Adhesion

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Solution Overview

Problem

Existing silane coupling agents face issues with hydrolysis resistance and adhesiveness between inorganic materials and resins, particularly under high-temperature high-humidity and acidic or basic conditions, with long-chain spacer type agents improving hydrolysis resistance but worsening adhesiveness and perfluoroalkylene group-containing agents being expensive and hard to produce.

Innovation Solution

An organosilicon compound with an alkyl group at the β-position of a silyl group is used as a silane coupling agent, which improves adhesiveness and hydrolysis resistance by smoothly introducing the coupling agent into the inorganic material surface and suppressing hydrolysis, allowing for effective binding without hindering the generation of hydroxy groups.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a long-chain spacer type silane coupling agent is used, then hydrolysis resistance is improved, but adhesiveness between inorganic material and resin is worsened

Engineering Contradiction:
Improvehydrolysis resistanceVSAvoidadhesiveness
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

The invention introduces a branched alkyl group specifically at the β-position of the silyl group, creating local structural differentiation. This local modification provides steric protection exactly where needed (at the hydrolyzable group location) without extending the overall chain length that would compromise adhesiveness. The branched structure at this specific location achieves hydrolysis resistance while maintaining good adhesiveness.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention changes the structural parameter of the silane coupling agent by introducing a branched alkyl group at the β-position, rather than using a long-chain spacer. This parameter change (from linear long-chain to branched short-chain at specific position) achieves the desired hydrolysis resistance while avoiding the adhesion deterioration caused by long spacers.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If a long-chain spacer type silane coupling agent is used, then hydrolysis resistance is improved, but introduction rate into inorganic material surface is slowed

Engineering Contradiction:
Improvehydrolysis resistanceVSAvoidintroduction rate
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The branched alkyl group is positioned locally at the β-position near the silyl group, providing steric protection where needed without creating a long spacer that would slow down the introduction process. The local modification approach maintains fast introduction kinetics while achieving hydrolysis resistance.

Inventive Principle:
Principle #3Local quality

3Reliability

If a perfluoroalkylene group-containing silane coupling agent is used, then hydrolysis resistance is improved, but manufacturing cost increases and availability decreases

Engineering Contradiction:
Improvehydrolysis resistanceVSAvoidmanufacturing cost and availability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention replaces expensive perfluoroalkylene groups with a simpler, cheaper branched alkyl group structure. This alternative structure achieves the same hydrolysis resistance function through steric protection rather than through the expensive perfluorinated chemistry, making the coupling agent more economically viable and easier to manufacture.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The invention extracts the essential functional requirement (steric protection of the hydrolyzable group) from the expensive perfluoroalkylene structure and implements it through a simpler branched alkyl group, eliminating the need for costly perfluorinated raw materials while maintaining the desired performance.

Inventive Principle:
Principle #2Taking out (Extraction)

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 enhances the adhesiveness between inorganic materials and resins while providing excellent hydrolysis resistance, maintaining strong bonding under challenging conditions without the drawbacks of existing agents.

Implementation Method 1

the hydrolyzable group of the silane coupling agent is hydrolyzed with moisture in a solution or air, adsorbed moisture on the surface of an inorganic material

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 2

The excessive hydroxy group of the oligomer forms a hydrogen bond together with the hydroxy group on the inorganic material surface, and the oligomer is bound with the inorganic material

Methodology Applied
Scientific EffectHydrogen bonding:

Implementation Method 3

Thereafter, dehydration/condensation is generated by a heat drying treatment or the like, whereby an inorganic material in which the silane coupling agent oligomer is firmly chemically bound on the surface thereof is obtained

Methodology Applied
Scientific EffectDehydration condensation:

Data Source

PatentEP3342775B1Organosilicon compound, polymer compound, inorganic material and resin composition
Publication Date: 2020.11.25 KURARAY CO LTD
  • EP3342775B1 patent drawing
  • EP3342775B1 patent drawing
  • EP3342775B1 patent drawing

AI summary

An organosilicon compound represented by the following general formula (I): wherein R1 to R3 each independently represent a chlorine atom, a methoxy group, or an ethoxy group; R4 represents an alkyl group having 1 to 10 carbon atoms; R5 represents an alkylene group having 1 to 10 carbon atoms; and R6 represents a hydrogen atom or a methyl group.