Phosphonic Diester Catalysts for Stable Thermal Curing

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Solution Overview

Problem

Existing thermally curable mixtures comprising polyols, amino resins, and polyisocyanates face issues with stability in storage and short potlife, leading to logistical and technical problems in painting operations, and struggle to incorporate all components into a three-dimensional network effectively.

Innovation Solution

The use of phosphonic diesters and diphosphonic diesters as reactants or catalysts for transesterification, transamidation, and self-condensation reactions, allowing for stable storage and high reactivity during thermal curing, enabling the incorporation of both amino resins and polyisocyanates into a three-dimensional network.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If alcoholic solutions of acidic phenyl phosphate are used as catalysts for thermal crosslinking, then the crosslinking reaction can be catalyzed, but the stability in storage deteriorates due to high reactivity of polyisocyanates toward alcohols

Engineering Contradiction:
Improvecrosslinking catalysisVSAvoidstability in storage
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent introduces phosphonic diesters and diphosphonic diesters as intermediary catalysts that mediate the crosslinking reaction between polyisocyanates and polyols without requiring alcoholic solutions. These phosphonic compounds act as a bridge, enabling catalysis while avoiding the harmful interaction between alcohol and polyisocyanate that plagues conventional systems.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention changes the chemical parameter of the catalyst from alcoholic phenyl phosphate to phosphonic diesters/diphosphonic diesters. This parameter change fundamentally alters the catalyst's interaction with polyisocyanates, eliminating the premature reaction that occurs with alcoholic catalysts while maintaining effective crosslinking catalysis.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If conventional catalysts are used, then crosslinking can occur, but the potlife becomes too short causing logistical and technical problems in painting operations

Engineering Contradiction:
Improvecrosslinking capabilityVSAvoidpotlife
Core Design Contradiction:
ReliabilityVSDuration of action of moving object

Solution Approach 1:

The patent changes the chemical nature of the catalyst from traditional alcoholic phenyl phosphate to phosphonic diesters and diphosphonic diesters. This parameter change results in a catalyst that provides sustained reactivity control, extending the potlife from insufficient duration to a practical working timeframe that allows complete painting operations to be finished.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If high imino melamine resins are used to obtain three-dimensional network, then all three building blocks can be incorporated, but the viscosity increases due to high molecular weights

Engineering Contradiction:
Improvethree-dimensional network formationVSAvoidviscosity
Core Design Contradiction:
ReliabilityVSWeight of moving object

Solution Approach 1:

The patent changes the molecular weight parameter of the melamine resin from high molecular weight (high imino) to low molecular weight variants. This parameter change enables the formation of three-dimensional networks while keeping the viscosity at acceptable levels, allowing all three building blocks (polyol, amino resin, polyisocyanate) to be effectively incorporated without processing difficulties.

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 new thermally curable mixtures exhibit improved stability in storage, extended potlife, and high reactivity during curing, resulting in coatings that are hard, abrasion-resistant, scratch-resistant, and of high gloss and clarity.

Implementation Method 1

The use of phosphonic diesters and diphosphonic diesters as reactants or catalysts for transesterification, transamidation, and self-condensation reactions

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS10294389B2Use of phosphonic acid diesters and diphosphonic acid diesters and thermally curable mixtures containing phosphonic acid diesters and diphosphonic acid diesters
Publication Date: 2019.05.21 BASF COATINGS GMBH
  • US10294389B2 patent drawing
  • US10294389B2 patent drawing
  • US10294389B2 patent drawing

AI summary

Disclosed herein is a thermally curable mixture, comprising at least one phosphonic diester (A), at least one diphosphonic diester (A), or at least one phosphonic diester and at least one diphosphonic diester (A); and at least one compound (B) which can be reacted by transesterification, transamidation, self-condensation of N-hydroxyalkylamino groups, self-condensation of N-alkoxyalkylamino groups, transacctalization of N-alkoxyalkylamino groups, acctalization of N-hydroxyalkylamino groups, or a combination thereof. Also disclosed is a process for making the thermally curable mixture, and a cured material comprising the product of thermally curing the mixture.