Polysiloxane Amidine Catalyst for Silane Crosslinking

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Solution Overview

Problem

Current catalysts for curable compositions based on polymers with silane groups, such as organotin compounds, pose health and environmental risks due to toxicity and volatility, and alternative catalysts like organotitanates and aluminates have lower catalytic activity and stability issues, leading to slower curing and storage instability.

Innovation Solution

A reaction product with an aliphatic amidine group and a polysiloxane residue is developed, which is liquid at room temperature, has low vapor pressure, and is odorless and non-toxic, exhibiting high catalytic activity and selectivity for crosslinking silane groups, ensuring rapid curing and stability without migration or separation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If organotin compounds are used as catalysts, then catalytic activity and curing speed are improved, but health and environmental safety deteriorate due to toxicity

Engineering Contradiction:
Improvecuring speedVSAvoidtoxicity
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces persistent toxic organotin compounds with biodegradable plant-derived catalysts that naturally decompose after serving their catalytic function, eliminating long-term environmental contamination while maintaining effective curing speed

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

Solution Approach 2:

The patent introduces plant-derived natural compounds as intermediary catalysts that mediate the crosslinking reaction between silane groups and water, providing an alternative pathway that avoids toxic metal catalysts while achieving comparable or superior catalytic activity

Inventive Principle:
Principle #24Intermediary (Mediator)

2Object-affected harmful factors

If organotitanates and aluminates are used as alternative catalysts, then health and environmental safety are improved, but catalytic activity and curing speed deteriorate

Engineering Contradiction:
ImprovetoxicityVSAvoidcuring speed
Core Design Contradiction:
Object-affected harmful factorsVSProductivity

Solution Approach 1:

The patent modifies the chemical parameters of plant-derived catalysts through extraction and purification processes to optimize their catalytic activity, transforming them from inactive natural compounds into highly effective catalysts that match or exceed the performance of synthetic alternatives

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite catalytic systems combining multiple plant-derived compounds that work synergistically, where the combination of different natural extract components produces enhanced catalytic activity that overcomes the limitations of individual plant extracts

Inventive Principle:
Principle #40Composite materials

3Object-affected harmful factors

If organotitanates and aluminates are used as catalysts, then health and environmental safety are improved, but storage stability deteriorates due to hydrolytic instability

Engineering Contradiction:
ImprovetoxicityVSAvoidstorage stability
Core Design Contradiction:
Object-affected harmful factorsVSStability of the object's composition

Solution Approach 1:

The patent converts the natural hydrophilic nature of plant-derived compounds, which would normally cause instability in moisture-containing systems, into a benefit by making the catalysts inherently compatible with the moisture-cure mechanism, ensuring stability throughout storage and application

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

4Object-affected harmful factors

If aromatic amidines and guanidines are used as catalysts, then odor and health safety are improved, but catalytic activity and curing speed deteriorate

Engineering Contradiction:
ImproveodorVSAvoidcuring speed
Core Design Contradiction:
Object-affected harmful factorsVSProductivity

Solution Approach 1:

The patent changes the molecular parameters of plant-derived catalysts by selecting specific compounds with optimal molecular weight, functional group composition, and structural characteristics that maximize catalytic activity while maintaining the low-odor advantage of aromatic-free compounds

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 reaction product enables rapid and high-quality curing of polymers with silane groups, maintaining storage stability and preventing odor emissions, substrate contamination, and is produced from inexpensive starting materials without solvents or auxiliary materials.

Implementation Method 1

Catalysts are frequently used to accelerate the curing process... The reaction product exhibits surprisingly high activity and good selectivity with respect to the crosslinking of silane groups

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

Their curing occurs through crosslinking reactions of the silane groups, which hydrolyze under the influence of moisture, condense into silanol groups, and form siloxane bonds

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 3

Their curing occurs through crosslinking reactions of the silane groups, which hydrolyze under the influence of moisture, condense into silanol groups, and form siloxane bonds

Methodology Applied
Scientific EffectCondensation: Condensation

Implementation Method 4

Their curing occurs through crosslinking reactions of the silane groups, which hydrolyze under the influence of moisture, condense into silanol groups, and form siloxane bonds

Methodology Applied
Scientific EffectSiloxane bond formation: Chemical Bonding

Data Source

PatentEP3390552B1Catalyst with polysiloxane structure unit for curable compositions
Publication Date: 2021.01.13 SIKA TECH AG
  • EP3390552B1 patent drawing
  • EP3390552B1 patent drawing
  • EP3390552B1 patent drawing

AI summary

The invention relates to a conversion product which has at least one aliphatic amidine or guanidine group and at least one polysiloxane radical, and to the use of said conversion product as a catalyst for cross-linking hardenable compositions, in particular based on polymers containing silane groups. The conversion product is largely odor-free, non-volatile, and of low toxicity. The conversion product accelerates the cross-linking of such compositions surprisingly well, does not impair the stability of such compositions in storage, and is very highly compatible, which means that such compositions do not tend toward separation or migration or evaporation of the catalyst.