Curable Composition Using Guanidine and Methyl Ester Catalysts

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Solution Overview

Problem

Current curable compositions using reactive silyl group-containing organic polymers face challenges with toxicity from organotin compounds and poor storage stability when using guanidine or amidine compounds as curing catalysts, leading to issues with adhesiveness and curability.

Innovation Solution

A curable composition combining a guanidine compound with a specified structure and a methyl ester group-containing compound, optionally including a phthalate ester plasticizer, to enhance curability and storage stability, while avoiding organotin compounds.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If organotin compounds are used as curing catalysts, then curability is improved, but toxicity increases

Engineering Contradiction:
ImprovecurabilityVSAvoidtoxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces expensive and toxic organotin compounds with cheaper, non-toxic alternatives (guanidine compounds and carboxylic acid catalysts) that achieve the same curing function without the harmful side effects, effectively making the system disposable of toxic substances

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

Solution Approach 2:

The patent extracts and removes the toxic organotin compound from the curing catalyst system while retaining the essential curability function through alternative catalysts (guanidine compounds combined with carboxylic acid catalysts), separating the harmful element from the useful function

Inventive Principle:
Principle #2Taking out (Extraction)

2Object-affected harmful factors

If guanidine compounds are used as curing catalysts, then toxicity is reduced, but storage stability deteriorates

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

Solution Approach 1:

The patent introduces carboxylic acid catalysts as intermediary substances that work in combination with guanidine compounds to mediate the curing reaction, allowing the guanidine compound to maintain storage stability while the carboxylic acid catalyst provides the necessary catalytic activity for curability

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent creates a composite catalyst system combining guanidine compounds and carboxylic acid catalysts, where the two components work synergistically to achieve both storage stability and curability, with each component compensating for the other's deficiencies

Inventive Principle:
Principle #40Composite materials

3Object-affected harmful factors

If amidine compounds are used as curing catalysts, then toxicity is reduced, but adhesiveness deteriorates

Engineering Contradiction:
ImprovetoxicityVSAvoidadhesiveness
Core Design Contradiction:
Object-affected harmful factorsVSStrength

Solution Approach 1:

The patent replaces amidine compounds with a combination of guanidine compounds and carboxylic acid catalysts that provide the necessary adhesive properties without the toxicity associated with traditional catalysts, achieving the same bonding function through non-toxic alternatives

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

4Object-affected harmful factors

If guanidine compounds are used as curing catalysts, then environmental load is reduced, but curability after storage deteriorates

Engineering Contradiction:
Improveenvironmental loadVSAvoidcurability after storage
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent introduces carboxylic acid catalysts as intermediary substances that remain dormant during storage but become active under curing conditions, mediating between the storage stability requirement and the curability after storage requirement while maintaining low environmental load

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent prepares the curable composition in advance with guanidine compounds and carboxylic acid catalysts in a stable state during storage, then activates the curing reaction when needed, performing the preliminary preparation without premature reaction to maintain both environmental friendliness and post-storage curability

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 combination of a guanidine compound with a methyl ester group-containing compound in the curable composition improves curability and storage stability, providing a non-toxic and environmentally friendly solution with enhanced adhesiveness and mechanical properties.

Implementation Method 1

cross-linked by siloxane bond formation involving reactions such as hydrolysis of the reactive silyl group due to moisture

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 2

siloxane bond formation involving reactions such as hydrolysis of the reactive silyl group due to moisture or the like

Methodology Applied
Scientific EffectCondensation: Condensation

Implementation Method 3

a silanol condensation catalyst in order to provide cured products

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP2267083B1Curable composition and cured material
Publication Date: 2017.06.21 KANEKA CORP

AI summary

An object of the present invention is to provide a curable composition which is excellent in curability and storage stability without an organotin curing catalyst which is known to be toxic. In order to achieve this object, the present inventors have studied to find that a curable composition comprising: (A) an organic polymer having a silicon-containing group cross-linkable by siloxane bond formation (reactive silyl group); (B) a guanidine compound; and (C) a methyl ester group-containing compound is effective. In addition, the present inventors have found that a cured product of this curable composition has good physical properties. Thereby, the present inventors have completed the present invention.