Polyaspartic Acid Ester Coatings via Cyclic Ether Amino Reactants

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Solution Overview

Problem

Existing polyaspartic acid ester-based coating compositions lack sufficient solvent stability, which limits their performance in producing high-quality, durable, and weather-resistant coatings.

Innovation Solution

The development of polyaspartic acid ester compositions derived from reacting cyclic ethers bearing primary amino and/or primary aminoalkyl groups with fumaric acid and/or maleic acid esters, enhancing solvent stability and coating performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional polyaspartic acid esters are used in coating compositions, then the coating can be formulated and applied, but the solvent stability is insufficient

Engineering Contradiction:
Improvesolvent stabilityVSAvoidcoating formulation capability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention changes the chemical structure parameters of the polyaspartic acid ester by using cyclic ethers with primary amino groups as starting materials instead of conventional polyamines. This structural modification increases the polyaspartic acid ester's resistance to solvent attack while maintaining its reactivity with isocyanates, thereby improving solvent stability without compromising coating formulation capability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite molecular structure where cyclic ether-derived polyaspartic acid esters combine the rigidity of cyclic structures with the functionality of amino groups. This composite structure provides both the necessary reactivity for coating formation and enhanced stability against solvent degradation

Inventive Principle:
Principle #40Composite materials

2Duration of action of stationary object

If polyaspartic acid esters with improved solvent stability are developed, then coating durability and weather resistance improve, but the synthesis process becomes more complex

Engineering Contradiction:
Improvecoating durabilityVSAvoidsynthesis process complexity
Core Design Contradiction:
Duration of action of stationary objectVSDevice complexity

Solution Approach 1:

The invention performs preliminary action by pre-synthesizing cyclic ethers containing primary amino groups before reacting them with fumaric or maleic acid esters. This pre-functionalization step simplifies the overall synthesis process by ensuring the starting materials already possess the necessary structural features for producing durable, weather-resistant coatings, rather than requiring multiple subsequent modification steps

Inventive Principle:
Principle #10Preliminary action

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 compositions provide significantly improved solvent stability, enabling the production of coatings that are more durable, weather-resistant, and suitable for low-solvent or solvent-free applications.

Implementation Method 1

The synthesis proceeds via the addition of primary polyamines to an activated carbon double bond of vinylogous carbonyl compounds, such as those found in maleic or fumaric acid esters

Methodology Applied
Scientific EffectAddition reaction: Chemical Bonding

Data Source

PatentEP3941958B1Secondary amino group containing binders based on cyclic ethers
Publication Date: 2023.06.07 COVESTRO INTELLECTUAL PROPERTY GMBH & CO KG
  • EP3941958B1 patent drawing
  • EP3941958B1 patent drawing
  • EP3941958B1 patent drawing

AI summary

The invention relates to a process for preparing polyaspartic acid ester compositions by reaction of cyclic ethers carrying primary amine and/or primary aminoalkyl groups and fumaric and/or maleic acid esters, to the polyaspartic acid ester compositions obtained in this way, and to their use in two-component coating agents.