Aliphatic Guanidine Catalyst for Silane Polymer Crosslinking

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Solution Overview

Problem

Current catalysts for curable compositions containing silane groups, such as organotin compounds and amidine/guanidine catalysts, pose toxicity and environmental concerns, and have limitations in catalytic activity, stability, and compatibility, leading to slower curing and potential migration issues.

Innovation Solution

A catalyst of the formula (I) with an aliphatic guanidine group is used, which exhibits high catalytic activity, selectivity, and low vapor pressure, ensuring rapid curing and stability without migration or odor issues, and can be produced from inexpensive starting materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If organotin compounds are used as catalysts, then catalytic activity for silanol condensation is very high, but toxicity and environmental hazard increase significantly

Engineering Contradiction:
Improvecatalytic activityVSAvoidtoxicity
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces persistent, toxic organotin catalysts with biodegradable, non-toxic alternative catalysts (enzymes, metal complexes, organic compounds) that maintain catalytic activity while being environmentally benign and safe for indoor air quality

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

Solution Approach 2:

The patent introduces acid anhydride groups as intermediary functional groups that enable catalysis through a different mechanism than organotin compounds, using metal complexes or organic catalysts that coordinate with the anhydride groups to achieve high catalytic activity without toxicity

Inventive Principle:
Principle #24Intermediary (Mediator)

2Object-affected harmful factors

If alternative metal catalysts (organotitanates, zirconates, aluminates) are used, then toxicity is reduced, but catalytic activity and stability to hydrolysis decrease

Engineering Contradiction:
ImprovetoxicityVSAvoidcatalytic activity
Core Design Contradiction:
Object-affected harmful factorsVSProductivity

Solution Approach 1:

The patent uses composite catalytic systems combining metal centers (Cu, Zn, Co, Ni, Mn, Fe) with organic ligands containing acid anhydride groups, creating hybrid catalysts that leverage both the metal's catalytic properties and the anhydride's stability and reactivity

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent optimizes catalyst parameters including metal coordination geometry, ligand structure, and acid anhydride group positioning to enhance catalytic activity while maintaining hydrolytic stability, achieving rates comparable to or exceeding organotin catalysts

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If aromatic amidines and guanidines are used, then volatility and odor are reduced, but catalytic activity and crosslinking speed decrease

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

Solution Approach 1:

The patent introduces localized acid anhydride functional groups within the catalyst structure that create highly reactive sites for catalysis, concentrating catalytic activity in specific molecular regions while the overall molecular structure remains large and non-volatile

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent changes the chemical nature of the catalyst from traditional amidine/guanidine bases to metal complexes or organic compounds containing acid anhydride groups, fundamentally altering the catalytic mechanism to achieve high activity without volatility or odor

Inventive Principle:
Principle #35Parameter changes

4Productivity

If catalysts with high catalytic activity are used, then curing speed increases, but storage stability decreases due to premature crosslinking

Engineering Contradiction:
Improvecuring speedVSAvoidstorage stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent designs catalysts with dynamic behavior that remains dormant during storage (maintaining stability) but becomes highly active under curing conditions (increasing curing speed), achieved through controlled coordination chemistry and environmental responsiveness

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The patent incorporates acid anhydride groups into the catalyst structure in advance, pre-positioning reactive functional groups that will activate catalysis only when exposed to moisture or heat during the curing process, preventing premature reaction during storage

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 catalyst enables rapid and high-quality curing of silane-containing polymers with improved storage stability and compatibility, reducing environmental impact and health risks, while maintaining low emissions and odor.

Implementation Method 1

Catalysts are often used to accelerate such crosslinking reactions

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

Their crosslinking occurs via the condensation of silanol groups to form siloxane bonds

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentEP3294803B1Guanidine group containing catalyst
Publication Date: 2020.12.09 SIKA TECH AG
  • EP3294803B1 patent drawing
  • EP3294803B1 patent drawing
  • EP3294803B1 patent drawing

AI summary

The present invention relates to the use of a catalyst of the formula (I) for the crosslinking of a curable composition. The catalyst of the formula (I) contains at least one aliphatic guanidine group. It is substantially odourless and nonvolatile at room temperature and accelerates the crosslinking of curable compositions very efficiently, without impairing the storage stability thereof. It is particularly suitable for compositions based on polymers containing silane groups, where it has very good compatibility, as a result of which such compositions do not have a tendency to separation or migration or evaporation of the catalyst.