Two-Part Curable Compositions Using Alternative Cure Accelerators

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Solution Overview

Problem

There is a need for alternative cure accelerators in two-part curable compositions to address supply shortages and regulatory scrutiny of conventional curatives, while maintaining or improving adhesive properties.

Innovation Solution

The use of specific oxidants such as cumene hydroperoxide and benzoyl peroxide, combined with (meth)acrylate components, as cure accelerators in a two-part curable composition, which allows for reduced levels or elimination of conventional accelerators like toluidines, and provides enhanced adhesive properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional curatives are used in two-part curable compositions, then adhesive properties are achieved, but supply shortages and regulatory scrutiny occur

Engineering Contradiction:
Improvesupply assuranceVSAvoidregulatory scrutiny
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical parameters of the cure accelerator by using compounds of structure I with specific substituents (A, R, R', R'', EWG) instead of conventional curatives. This chemical parameter change enables compliance with regulatory requirements while maintaining supply assurance through alternative raw materials.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs readily available compounds of structure I that can be easily synthesized from common starting materials, replacing conventional curatives that face supply constraints. These alternative curatives are based on easily obtainable chemicals like tetrahydroquinoline and indoline derivatives.

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

2Productivity

If conventional accelerators like toluidines are used, then cure acceleration is achieved, but adhesive properties may be compromised due to reduced levels

Engineering Contradiction:
Improvecure accelerationVSAvoidadhesive properties
Core Design Contradiction:
ProductivityVSStrength

Solution Approach 1:

The patent modifies the chemical structure of cure accelerators by introducing compounds of structure I with specific functional groups and substituents. These structural parameter changes enable the accelerators to maintain effective cure rates while achieving comparable or superior adhesive properties compared to conventional toluidine-based accelerators.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If alternative curatives are identified to replace conventional ones, then supply assurance and regulatory compliance are achieved, but new materials must be developed

Engineering Contradiction:
Improveregulatory complianceVSAvoidmaterial development
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent segments the cure accelerator molecule into distinct functional components: a core structure (tetrahydroquinoline or indoline), substituent groups (A, R, R', R'', EWG), and reactive functional groups. This segmentation allows systematic development and optimization of alternative curatives based on known chemical frameworks, simplifying the material development process.

Inventive Principle:
Principle #1Segmentation

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 proposed solution achieves comparable or superior ultimate adhesive properties to conventional two-part curable compositions, with reduced levels of conventional accelerators, ensuring supply assurance and regulatory compliance.

Implementation Method 1

1-5% by weight based on the total weight of the composition of an oxidant selected from cumene hydroperoxide; para-menthane hydroperoxide; t-amyl hydroperoxide; 1,1,3,3-tetramethylbutyl hydroperoxide; t-butyl hydroperoxide; t-butyl perbenzoate; benzoyl peroxide; dibenzoyl peroxide

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentEP3436500B1Two part curable compositions
Publication Date: 2024.08.07 HENKEL KGAA
  • EP3436500B1 patent drawingFigure 1
  • EP3436500B1 patent drawingFigure 2
  • EP3436500B1 patent drawingFigure 3

AI summary

Two part curable compositions are provided, which include a cure accelerator defined with reference to compounds shown in structure (I), where A is CH2 or benzyl, R is C1-10 alkyl, R' is H or C1-10 alkyl, or R and R' taken together may form a four to seven membered ring fused to the benzene ring, R" is optional, but when R" is present, R" is halogen, alkyl, alkenyl, cycloalkyl, hydroxyalkyl, hydroxyalkenyl, alkoxy, amino, alkylene- or alkenylene-ether, alkylene (meth)acrylate, carbonyl, carboxyl, nitroso, sulfonate, hydroxyl or haloalkyl, and EWG is as shown, an electron withdrawing group, such as nitro, nitrile, carboxylate or trihaloalkyl.