Branched Aldehyde Epoxy Curing Agent Resists CO2 Absorption

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Solution Overview

Problem

Epoxy resin compositions using xylylenediamine as a curing agent are prone to absorbing carbon dioxide and water vapor, leading to the formation of carbamate and carbonate salts, which reduce the performance, surface properties, drying properties, water resistance, and adhesion of epoxy resin coating films and cured materials.

Innovation Solution

Incorporating an aromatic aldehyde with a branched alkyl group of 10 to 14 carbon atoms, such as 4-(dodecan-6-yl)benzaldehyde or 4-(dodecan-5-yl)benzaldehyde, into the epoxy resin curing agent, along with a polyamine compound, to enhance the surface properties, drying properties, water resistance, and adhesion of epoxy resin coating films and cured materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If xylylenediamine is used as an epoxy resin curing agent, then good curability and physical properties are achieved, but the composition absorbs carbon dioxide and water vapor to form carbamate and carbonate salts, reducing surface property, drying property, water resistance, and adhesion

Engineering Contradiction:
ImprovecurabilityVSAvoidabsorption of carbon dioxide and water vapor
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent uses a composite curing agent system comprising both xylylenediamine and a polyol compound (such as polyethylene glycol or polypropylene glycol). This composite approach combines the curability benefits of xylylenediamine with the water resistance and surface property improvements provided by the polyol compound, thereby resolving the contradiction between achieving good curability and preventing harmful absorption reactions

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The polyol compound acts as an intermediary substance that modifies the curing agent system. It interferes with the direct reaction between xylylenediamine and carbon dioxide/water vapor, reducing the formation of harmful carbamate and carbonate salts while maintaining the essential curability properties

Inventive Principle:
Principle #24Intermediary (Mediator)

2Shape

If additives are used to improve surface property and drying property, then these properties are enhanced, but water resistance improvement is insufficient

Engineering Contradiction:
Improvesurface propertyVSAvoidwater resistance
Core Design Contradiction:
ShapeVSReliability

Solution Approach 1:

The polyol compound serves multiple functions simultaneously: it improves surface property (smoothness and gloss), enhances drying property, and provides water resistance. This multi-functional additive resolves the contradiction by achieving all three desired improvements with a single substance rather than requiring separate additives for each property

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

3Reliability

If additives are used to improve water resistance, then water resistance is enhanced, but surface property and drying property improvement is insufficient

Engineering Contradiction:
Improvewater resistanceVSAvoidsurface property
Core Design Contradiction:
ReliabilityVSShape

Solution Approach 1:

The polyol compound provides simultaneous improvement in water resistance, surface property, and drying property. Its molecular structure allows it to perform multiple functions: enhancing water resistance through hydrophobic characteristics while also improving surface smoothness and gloss, and accelerating drying. This resolves the contradiction by achieving comprehensive property enhancement with a single additive

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

4Ease of manufacture

If conventional curing agents are used, then manufacturing simplicity is maintained, but adhesion and transparency of the cured coating film are reduced

Engineering Contradiction:
Improvemanufacturing simplicityVSAvoidadhesion
Core Design Contradiction:
Ease of manufactureVSStrength

Solution Approach 1:

The patent employs a composite curing agent system combining xylylenediamine with a polyol compound. This composite approach maintains the simplicity of the manufacturing process (as both components are liquid and easily mixed) while significantly improving adhesion and transparency of the cured coating film compared to using xylylenediamine alone

Inventive Principle:
Principle #40Composite materials

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 use of the aromatic aldehyde-based epoxy resin composition improves the surface smoothness, gloss, drying property, water resistance, and adhesion of epoxy resin films and materials, providing a comprehensive solution to the issues faced with xylylenediamine-based compositions.

Implementation Method 1

an aromatic aldehyde having a branched alkyl group which has 10 to 14 carbon atoms... an epoxy resin curing agent which comprises a polyamine compound and an aromatic aldehyde

Methodology Applied
Scientific EffectChemical bonding: Chemical Bonding

Implementation Method 2

epoxy resin composition which comprises an epoxy resin curing agent... epoxy resin coating film and an epoxy resin cured material satisfying all of the excellent surface property

Methodology Applied
Scientific EffectCuring reaction: Chemical Bonding

Data Source

PatentUS9745410B2Aromatic aldehyde, and epoxy resin curing agent and epoxy resin composition comprising the aromatic aldehyde
Publication Date: 2017.08.29 MITSUBISHI GAS CHEM CO INC
  • US9745410B2 patent drawing
  • US9745410B2 patent drawing
  • US9745410B2 patent drawing

AI summary

There are provided a novel aromatic aldehyde compound capable of providing an epoxy resin coating film and an epoxy resin cured material satisfying all of the excellent surface property (smoothness, gloss), drying property, water resistance, transparency and adhesion, and an epoxy resin curing agent and an epoxy resin composition containing the aromatic aldehyde compound. The aromatic aldehyde has a branched alkyl group having 10 to 14 carbon atoms.