Triallyl Cyanurate Addition-Curable Silicone Composition

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Solution Overview

Problem

Addition-curable silicone compositions used in food containers often experience delayed curing when stored at room temperature, leading to insufficient curing, and additives like triallyl isocyanate are not FDA-approved for food contact.

Innovation Solution

Incorporating triallyl cyanurate as an additive in the composition and controlling its addition timing suppresses delay in curing, ensuring quick curing and compliance with FDA standards by using a diorganopolysiloxane, organohydrogenpolysiloxane, platinum-group metal catalyst, curing control agents, and reinforcing silica.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If triallyl isocyanate is used as an additive in addition-curable silicone composition, then the composition cures promptly and exhibits adhesiveness, but the additive is not FDA-approved for food containers and causes delayed curing when stored at room temperature

Engineering Contradiction:
Improvecuring speedVSAvoidstorage stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the chemical parameter of the additive from triallyl isocyanate to triallyl cyanurate, which alters both the FDA compliance status and the curing behavior. This parameter change resolves the contradiction by selecting a substance that maintains prompt curing while improving storage stability and regulatory compliance.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses a small amount of triallyl cyanurate (0.01-3 parts by mass) as a crosslinking aid that is fully consumed during the curing process. This approach allows the additive to provide its crosslinking function without remaining in the final product, thereby improving storage stability during the shelf life period before curing.

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

2Object-affected harmful factors

If triallyl cyanurate is added to improve storage stability and lower toxicity, then the composition becomes suitable for food containers, but delayed curing occurs when stored at room temperature

Engineering Contradiction:
ImprovetoxicityVSAvoidcuring time
Core Design Contradiction:
Object-affected harmful factorsVSLoss of time

Solution Approach 1:

The patent incorporates a platinum-based hydrosilylation catalyst in advance during the formulation stage, which is activated by the triallyl cyanurate crosslinking aid during curing. This preliminary preparation of the catalytic system ensures that when curing occurs, the reaction proceeds rapidly without delayed curing, while still benefiting from the improved storage stability provided by triallyl cyanurate.

Inventive Principle:
Principle #10Preliminary action

3Stability of the object's composition

If the composition is stored at room temperature before curing, then storage stability is improved, but delayed curing occurs resulting in insufficient curing

Engineering Contradiction:
Improvestorage stabilityVSAvoidcuring completeness
Core Design Contradiction:
Stability of the object's compositionVSReliability

Solution Approach 1:

The patent introduces triallyl cyanurate as an intermediary crosslinking aid that mediates between the platinum catalyst and the vinyl groups in the polysiloxane. This intermediary substance enables the system to remain stable during storage while providing controlled reactivity during curing, preventing both premature curing and delayed curing issues.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 cured product exhibits rapid curing and excellent adhesion, suitable for use as an adhesive or packing in food containers, with triallyl cyanurate registered for safe use in food containers, reducing the risk of delayed curing and ensuring compliance with regulatory standards.

Implementation Method 1

a platinum-group metal catalyst in an amount of 0.1 to 500 ppm of mass of the platinum-group metal, relative to the total mass of components (A) and (B)

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

triallyl cyanurate in an amount of 0.001 to 3 parts by mass

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentEP3766922B1Triallyl cyanurate-containing addition-curable silicone composition and a method for preparing the same
Publication Date: 2022.02.09 SHIN ETSU CHEMICAL CO LTD
  • EP3766922B1 patent drawing
  • EP3766922B1 patent drawing
  • EP3766922B1 patent drawing

AI summary

the purpose of the present invention is to provide an addition-curable silicone composition which is useful for food containers, which composition shows less-delayed curing and cures promptly. Delayed curing occurs often when an addition-curable silicone composition is cured after being stored at room temperature. The addition-curable silicone composition comprises (A) a diorganopolysiloxane having at least two alkenyl groups each bonded to a silicon atom in the molecule in an amount of 100 parts by mass, (B) an organohydrogenpolysiloxane having at least two hydrogen atoms each bonded to a silicon atom in the molecule in such an amount that the ratio of the number of the hydrogen atoms each bonded to a silicon atom in component (B) to the number of the alkenyl groups in component (A) is 0.1 to 5, (C) platinum-group metal catalyst in an amount of 0.1 to 500 ppm of mass of the platinum-group metal, relative to the total mass of components (A) and (B), (D) a curing control agent in an amount of 0.01 to 3 parts by mass, (E) triallyl cyanurate in an amount of 0.001 to 3 parts by mass, and, (F) reinforcing silica in an amount of 1 to 80 parts by mass.