Aldehyde Mixture Blocking Agents for Polyurethane Latent Hardeners

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Solution Overview

Problem

Polyurethane compositions used as adhesives, sealants, and coatings face issues with bubble formation due to carbon dioxide release at high humidity and elevated temperatures, and known latent hardeners are either highly viscous, cause premature curing, or lead to emissions and plasticizer migration, affecting adhesion and mechanical strength.

Innovation Solution

An aldehyde mixture containing alkylbenzaldehydes as the main component and higher-boiling alkylbenzene compounds is used as a blocking agent, which is inexpensive, low-viscosity, and non-emissive, improving storage stability and mechanical properties of polyurethane compositions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-generated harmful factors

If non-volatile blocking agents are used to eliminate emissions and plasticizer migration, then odorless curing and reduced migration are achieved, but the blocking agent acts as a plasticizer reducing mechanical strength and rigidity

Engineering Contradiction:
Improveemissions and odorVSAvoidmechanical strength and rigidity
Core Design Contradiction:
Object-generated harmful factorsVSStrength

Solution Approach 1:

The patent changes the volatility parameter of the blocking agent by using a mixture containing volatile aldehydes that completely evaporate after curing, eliminating the plasticizer effect while maintaining the latency function. This resolves the contradiction by transforming the blocking agent from non-volatile (causing migration) to volatile (eliminating emissions through complete evaporation).

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The blocking agent is segmented into volatile components (aldehydes) and the amine component, where the volatile aldehydes serve as temporary blocking agents that completely evaporate after curing, leaving no residual plasticizer effect. This segmentation allows the system to achieve both odorless curing and maintained mechanical strength.

Inventive Principle:
Principle #1Segmentation

2Reliability

If known latent hardeners are used to prevent bubble formation, then curing without disruptive bubble formation is achieved, but they are highly viscous oils or solids requiring melting or dissolution

Engineering Contradiction:
Improvecuring without bubble formationVSAvoidhandling and processing
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent changes the viscosity parameter by using low molecular weight volatile aldehydes (acetone, butanone, pentanal) as blocking agents instead of high molecular weight non-volatile compounds. This parameter change transforms the latent hardener from highly viscous solids/oils to low-viscosity liquids that are easy to handle and process at room temperature.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses short-lived volatile aldehydes as blocking agents that serve their purpose temporarily and then completely evaporate. These volatile blocking agents are replaced by evaporation rather than requiring complex purification or handling procedures, simplifying the overall process.

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

3Reliability

If known latent hardeners are used to bind moisture and release amino groups, then bubble formation is reduced, but they trigger premature crosslinking reactions reducing storage stability

Engineering Contradiction:
Improvecontrol of curing reactionVSAvoidstorage stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the reactivity parameter by using volatile aldehydes with different chemical properties compared to conventional blocking agents. The volatile nature and specific chemical structure of aldehydes like acetone and butanone provide better latency control, preventing premature reactions while maintaining storage stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent extracts the volatile component from the blocking agent system, using only the volatile aldehyde portion that can completely evaporate after curing. This extraction of the volatile component eliminates the residual effects that cause premature curing, improving both storage stability and curing control.

Inventive Principle:
Principle #2Taking out (Extraction)

4Object-generated harmful factors

If purified blocking agents are used to remove higher-boiling components, then emission control is improved, but production costs increase due to complex distillation and purification

Engineering Contradiction:
ImproveemissionsVSAvoidproduction cost and complexity
Core Design Contradiction:
Object-generated harmful factorsVSEase of manufacture

Solution Approach 1:

The patent changes the purity requirement parameter by selecting blocking agents (volatile aldehydes) that inherently have the desired properties. Since the invention uses low molecular weight volatile aldehydes as the blocking agent, complex purification to remove higher-boiling components is unnecessary, as these agents naturally evaporate completely without leaving residues.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

Instead of purifying the blocking agent to remove higher-boiling components, the patent inverts the approach by selecting blocking agents that are inherently volatile and low molecular weight. This inversion eliminates the need for complex purification processes while achieving the same emission control goals.

Inventive Principle:
Principle #13The other way round (Inversion)

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 aldehyde mixture results in polyurethane compositions with low viscosity, long shelf life, easy processing, and high mechanical properties, including elasticity and reduced plasticizer migration, while being odorless and suitable for indoor use without emissions.

Implementation Method 1

chemically blocked amines, so-called latent hardeners, can be added to the compositions, which bind moisture through hydrolysis and thereby release amino groups

Methodology Applied
Scientific EffectImine formation: Chemical Bonding

Implementation Method 2

which bind moisture through hydrolysis and thereby release amino groups, which react with the isocyanate groups

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 3

The volatile blocking agent evaporates during curing of the composition and thus does not remain in the cured composition in which it would otherwise act as a plasticizer

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentEP3642253B1Blocking agents for amines, latent curing agents and polyurethane compositions
Publication Date: 2023.05.10 SIKA TECH AG
  • EP3642253B1 patent drawing
  • EP3642253B1 patent drawing
  • EP3642253B1 patent drawing

AI summary

The invention relates to the use of an aldehyde mixture containing 70 to 95 wt% of aldehydes of formula (I) and 5 to 30 wt% of alkylbenzene compounds not corresponding to formula (I) as a blocking agent for amines. This use results in odorless, especially economically blocked amines, which at room temperature are typically liquid and have a surprisingly low viscosity. Such blocked amines are particularly suitable as latent hardeners in isocyanate-group-containing compositions. Single-component moisture-curing polyurethane compositions formulated therewith are surprisingly stable in storage, can be used for low-emission applications without odor problems and do not trigger any problems with plasticizer migration. Surprisingly, said compositions even have advantages over corresponding compositions having latent hardeners based on purified aldehydes of formula (I), in particular with respect to viscosity, storage stability and especially strength.