Amine Accelerator for Epoxy Resins Curing

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Solution Overview

Problem

Existing epoxy resin curing accelerators often cause odor issues, increase viscosity, and do not integrate well into the polymer network, leading to suboptimal curing speeds and surface quality.

Innovation Solution

A novel amine compound, produced through reductive alkylation of dimethylamine with benzonitrile and hydrogen, which acts as a low-odor, low-viscosity accelerator that integrates into the polymer network, enabling fast and efficient curing of epoxy resins.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional accelerators like nonylphenol or tert-butylphenol are used, then curing acceleration is achieved, but toxicity, emissions, and discoloration occur

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

Solution Approach 1:

The patent changes the chemical structure parameters of the accelerator by using phenolic compounds with specific substituents (alkyl groups with 1-12 carbon atoms, particularly tert-butyl groups) to achieve both rapid curing and reduced toxicity. The modified phenolic structures maintain accelerator functionality while eliminating the harmful properties of conventional accelerators.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite phenolic structures combining aromatic rings with specific alkyl substituents to create accelerators that integrate beneficial properties: the phenolic core provides accelerator activity while the alkyl groups reduce polarity and improve compatibility, resulting in a composite molecular structure that achieves both rapid curing and low emissions.

Inventive Principle:
Principle #40Composite materials

2Productivity

If 2,4,6-tris(dimethylaminomethyl)phenol is used as accelerator, then curing acceleration is maximized, but strong amine odor is emitted

Engineering Contradiction:
Improvecuring speedVSAvoidamine odor
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent modifies the molecular structure by replacing amine groups with phenolic hydroxyl groups and alkyl substituents, fundamentally changing the functional groups responsible for odor while maintaining the accelerator mechanism through phenolic chemistry.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the harmful amine functionality into beneficial phenolic functionality, where the phenolic hydroxyl group serves as the active accelerator site while the aromatic structure and alkyl groups provide low-odor properties, effectively transforming a harmful chemical characteristic into a beneficial one.

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

3Productivity

If amine hardeners like DMAPA, DMAPAPA, or 2,4,6-tris((2-dimethylaminopropyl)aminomethyl)phenol are used, then accelerator function is achieved, but significant blushing effects occur at cool temperatures and large areas

Engineering Contradiction:
Improvecuring speedVSAvoidsurface quality
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent changes the chemical parameters by using phenolic compounds with specific alkyl substituents that have different steric and electronic properties compared to amine hardeners, resulting in altered curing behavior that eliminates blushing while maintaining accelerator effectiveness.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces local structural features through specific alkyl substituents (particularly tert-butyl groups) at strategic positions on the phenolic ring, creating localized steric and electronic effects that prevent the blushing phenomenon while preserving the accelerator function.

Inventive Principle:
Principle #3Local quality

4Object-generated harmful factors

If acids like salicylic acid are used as accelerators, then odor is minimized, but viscosity increases significantly and accelerating effect is insufficient

Engineering Contradiction:
ImproveodorVSAvoidaccelerating effect
Core Design Contradiction:
Object-generated harmful factorsVSProductivity

Solution Approach 1:

The patent creates composite phenolic structures that combine the low-odor advantage of carboxylic acid-free phenolics with enhanced accelerator activity through specific substituent patterns, achieving both low odor and strong accelerating effect simultaneously.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent optimizes molecular parameters including substituent position, alkyl group size, and phenolic hydroxyl availability to enhance accelerator activity while maintaining low viscosity and odor properties, achieving superior performance compared to conventional acid-based accelerators.

Inventive Principle:
Principle #35Parameter changes

5Productivity

If existing accelerators are used, then some curing acceleration is achieved, but they are not incorporated into the polymer network, leading to contamination and discoloration

Engineering Contradiction:
Improvecuring speedVSAvoidpolymer network integrity
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent designs phenolic accelerators that serve multiple functions: they act as curing accelerators through their hydroxyl groups and simultaneously become integral parts of the polymer network through covalent bonding, eliminating the need for separate accelerator incorporation steps and preventing free accelerator contamination.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent merges the accelerator function with polymer network formation by designing phenolic compounds that participate in both acceleration and crosslinking reactions, combining two previously separate functions into a single multi-functional molecule.

Inventive Principle:
Principle #5Merging (Combining)

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 amine compound achieves rapid and complete hardening of epoxy resins, even at cold temperatures, while maintaining a smooth, high-gloss surface and avoiding viscosity increases.

Implementation Method 1

The amine of formula (I) can be prepared in a simple process by reductive alkylation of a dimethylamine with a benzonitrile bearing a formyl or acetyl group and hydrogen

Methodology Applied
Scientific EffectReductive alkylation: Redox Reactions

Implementation Method 2

Accelerators are often used to accelerate curing, particularly in cold-curing systems

Methodology Applied
Scientific EffectCuring reaction: Chemical Bonding

Data Source

PatentEP4370578B1Accelerator for epoxide resins
Publication Date: 2025.04.23 SIKA TECH AG
  • EP4370578B1 patent drawing
  • EP4370578B1 patent drawing
  • EP4370578B1 patent drawing

AI summary

The invention relates to the use of an amine of formula (I) for curing epoxy resins. The amine of formula (I) cures surprisingly fast, and in a trouble-free manner, provides a high final hardnesses, and produces beautiful, defect-free surfaces with high gloss even when applied over large areas and at cold temperatures. It is suitable as a hardener, co-hardener and/or installable accelerator for epoxy resin products such as, in particular, coatings, adhesives, potting compounds or mouldings.