Iron(III) Complex Catalysts for Selective Polyurethane Curing

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Solution Overview

Problem

Current polyurethane catalysts are not selective enough for the urethanization reaction, leading to side reactions that result in bubble formation, reduced mechanical strength, and poor dimensional stability, especially in humid environments, and are often hydrolytically sensitive or toxic.

Innovation Solution

The use of an iron(III) complex compound with the formula Fe(L) x (Y) 3-x, where L is a ligand with a delocalized negative charge, providing high catalytic activity and selectivity for the urethanization reaction while being resistant to hydrolysis and thermally stable, allowing for solvent-free, room temperature curing without toxicity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional catalysts (amines or tin compounds) are used to accelerate curing, then curing speed is improved, but bubble formation increases due to lack of selectivity for urethanization reaction

Engineering Contradiction:
Improvecuring speedVSAvoidbubble formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical parameters of the catalyst by using iron(III) complex compounds with specific ligands (β-diketonates, carboxylates, or alkoxides) instead of conventional amine or tin catalysts. This parameter change provides high selectivity for the urethanization reaction while maintaining fast curing speed, thereby eliminating bubble formation caused by non-selective catalysis.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If iron(III) tris(acetylacetonate) is used as catalyst, then catalytic activity is improved, but solubility decreases requiring organic solvents or high curing temperatures

Engineering Contradiction:
Improvecatalytic activityVSAvoidsolubility
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent modifies the physical parameters of the iron(III) complex by changing the ligand structure from acetylacetonate to compounds with longer alkyl chains (such as 2,4-pentanedionate with hexyl groups or 6,6,7,7,8,8,8-heptafluoro-2,4-pentanedionate). This parameter change transforms the catalyst into a liquid at room temperature or significantly improves its solubility in polyol compositions, eliminating the need for organic solvents or high curing temperatures while maintaining high catalytic activity.

Inventive Principle:
Principle #35Parameter changes

3Ease of operation

If iron(III) carboxylates are used as catalysts, then solubility is improved, but hydrolytic stability decreases leading to quick deactivation during storage

Engineering Contradiction:
ImprovesolubilityVSAvoidhydrolytic stability
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent changes the chemical parameter of the ligand from carboxylate to β-diketonate or alkoxide groups, which form more stable complexes with iron(III) that are resistant to hydrolysis. This parameter change maintains good solubility in polyol compositions while providing excellent hydrolytic stability, allowing the catalyst to remain active during long-term storage without significant deactivation.

Inventive Principle:
Principle #35Parameter changes

4Productivity

If solid catalysts are used, then catalytic potential is available, but ease of use decreases requiring organic solvents for room temperature curing

Engineering Contradiction:
Improvecatalytic potentialVSAvoidease of use
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent utilizes phase transition by designing iron(III) complex compounds that are liquids at room temperature or have very low melting points. This phase change from solid to liquid state eliminates the need for organic solvents to dissolve the catalyst and enables easy incorporation into polyol compositions at room temperature, while maintaining high catalytic potential for fast curing.

Inventive Principle:
Principle #36Phase transitions

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 iron(III) complex compound accelerates the curing of polyurethane compositions with improved mechanical properties and dimensional stability, reducing bubble formation and maintaining catalytic activity even in the presence of residual water, and is environmentally friendly and non-toxic.

Implementation Method 1

Catalysts are added to accelerate curing. The present invention relates to the use of iron (III) complex compounds as catalysts for polyurethane compositions.

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

L stands for a ligand of the formula (I) ... The ligand L of the formula (I) formally has a single negative charge delocalized over the 1,3-ketoamide structure.

Methodology Applied
Scientific EffectResonance stabilization: Resonance

Data Source

PatentEP2791155B1Iron(III) complexes as catalysts for polyurethane compositions
Publication Date: 2016.08.17 SIKA TECH AG
  • EP2791155B1 patent drawing
  • EP2791155B1 patent drawing
  • EP2791155B1 patent drawing

AI summary

The present invention relates to iron (III) complexes of the formula Fe(L)x(Y)3-x, where the ligand L has the formula (I). Such complexes are especially suitable as a catalyst for two-component polyurethane compositions. The invention also relates to two-component polyurethane compositions comprising at least one polyisocyanate as the first component, at least one polyol as the second component and at least one iron (III) complex of this kind as a catalyst. In addition, the invention relates to various uses of these two-component polyurethane compositions.