Ketoester Polyester Aldimine Curable Composition

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Solution Overview

Problem

Existing curable polymer compositions for tough-elastic adhesives, sealants, or coatings often suffer from toxicity, moisture sensitivity, and high emissions, while also lacking viscoelastic properties and being prone to blistering.

Innovation Solution

A room-temperature-curable composition comprising a polyester polymer with ketoester groups, a compound with ketoester groups, and an aldimine with aldimine groups, in specific weight and ratio configurations, which cures quickly and odorlessly to form a polymer with exceptional mechanical properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If epoxy resin compositions are used to achieve high hardness and high adhesive strength, then these properties are improved, but extensibility deteriorates and blushing occurs at low temperatures and high humidity

Engineering Contradiction:
Improveadhesive strengthVSAvoidextensibility
Core Design Contradiction:
StrengthVSAdaptability or versatility

Solution Approach 1:

The invention uses a composite system combining polyester polymer with ketoester groups and aldimine compounds to create a material that integrates the benefits of both components, achieving high adhesive strength while maintaining extensibility and eliminating blushing issues associated with epoxy resins

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention changes the chemical composition parameters by using polyester polymers with specific ketoester groups (formula I) and aldimine compounds (formula II) in controlled ratios, transforming the material properties to achieve both high strength and extensibility without blushing

Inventive Principle:
Principle #35Parameter changes

2Strength

If polyurethane compositions are formulated to achieve high final hardness, then hardness is improved, but moisture sensitivity increases and toxic monomeric isocyanates are released

Engineering Contradiction:
ImprovehardnessVSAvoidtoxic emissions
Core Design Contradiction:
StrengthVSObject-generated harmful factors

Solution Approach 1:

The invention extracts and eliminates the toxic isocyanate component from polyurethane systems by using alternative chemistry based on polyester polymers with ketoester groups and aldimine compounds, achieving high hardness without releasing harmful substances

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention replaces expensive and toxic polyurethane chemistry with more benign polyester-aldimine systems that achieve comparable or superior performance without the environmental and health drawbacks

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

3Strength

If silane-based compositions are used to achieve crosslinking, then crosslinking density is improved, but brittleness increases and volatile alcohol emissions occur during curing

Engineering Contradiction:
Improvecrosslinking densityVSAvoidvolatile emissions
Core Design Contradiction:
StrengthVSObject-generated harmful factors

Solution Approach 1:

The invention converts the potentially harmful volatile alcohol emissions from silane curing into beneficial byproducts by using a different curing chemistry where the condensation reaction produces water instead, eliminating the harmful emissions while maintaining high crosslinking density

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

4Ease of operation

If solvent-based coatings are used to achieve ease of application, then application properties are improved, but emissions and toxicity increase

Engineering Contradiction:
Improveapplication propertiesVSAvoidemissions
Core Design Contradiction:
Ease of operationVSObject-generated harmful factors

Solution Approach 1:

The invention changes the physical state parameters of the coating components by designing polyester polymers and aldimine compounds with appropriate molecular weights and functional group densities, enabling the system to remain liquid and easy to apply without requiring volatile solvents

Inventive Principle:
Principle #35Parameter changes

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 composition achieves a high-quality crosslinked polymer with pronounced tough-elastic properties, combining high hardness with high tear resistance and good extensibility, while being free of toxic ingredients, moisture-sensitive, and non-emissive.

Implementation Method 1

The composition comprises at least one polyester polymer A having ketoester groups of formula (I), at least one compound B having ketoester groups of formula (I), and at least one aldimine L having aldimine groups of formula (II)... cures quickly and smoothly at room temperature

Methodology Applied
Scientific EffectCondensation reaction:

Implementation Method 2

This indicates that the aldehyde underlying the aldimine is not released but incorporated into the polymer and thus remains permanently in the cured composition

Methodology Applied
Scientific EffectChemical bonding: Chemical Bonding

Data Source

PatentEP4563617A1Curable compositions comprising functional polyesters and aldimines
Publication Date: 2025.06.04 SIKA TECH AG
  • EP4563617A1 patent drawing
  • EP4563617A1 patent drawing
  • EP4563617A1 patent drawing

AI summary

The invention relates to a curable composition comprising at least one polyester polymer A having ketoester groups of the formula (I) with an average functionality of at least 2 and an average equivalent weight of at least 400 g/eq, at least one compound B having ketoester groups of the formula (I) and an equivalent weight of 114 to 250 g/eq and at least one aldimine L having aldimine groups of the formula (II) and an aldimine equivalent weight of 110 to 350 g/eq, wherein the weight ratio between compounds B and polyester polymers A is 25/75 to 85/15, and wherein the ratio between the number of ketoester groups of the formula (I) and the number of aldimine groups of the formula (II) is 2 to 3.The composition is free of toxic ingredients, is not sensitive to moisture, and cures under ambient conditions without emissions or unpleasant odors to form a tough, elastic polymer with high hardness, high tear resistance, and good extensibility. The composition is particularly suitable as a tough, elastic adhesive, sealant, or coating.