Hydrophilic Polyaspartic Acid Ester Synthesis for Colorless Coatings

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Solution Overview

Problem

Hydrophilic polyaspartic acid esters with strong inherent color, produced under drastic reaction conditions, are unsuitable for most paint applications due to their color and solubility issues, limiting their use in aqueous paint systems.

Innovation Solution

Hydrophilic polyaspartic acid esters are synthesized by reacting a polyamine component with a polyisocyanate containing chemically bound polyalkylene oxide polyether alcohol, optimizing the ratio of secondary amino groups to isocyanate groups and incorporating polyalkylene oxide units for improved solubility and dispersibility, resulting in light-colored, water-soluble products.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If hydrophilic polyaspartic acid esters are produced under drastic reaction conditions, then they achieve the required chemical structure and properties, but they develop strong inherent color making them unsuitable for paint applications

Engineering Contradiction:
Improvechemical structure and propertiesVSAvoidinherent color
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the reaction parameters by using milder reaction conditions (lower temperature, controlled pH, optimized reaction time) and modifies the molecular structure by incorporating polyalkylene oxide side chains. These parameter changes allow the polyaspartic acid ester to achieve the required chemical properties while minimizing color formation, resulting in light-colored products suitable for paint applications.

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If polyaspartic acid esters are made more hydrophilic to improve water solubility, then they dissolve better in water, but they lose water resistance in the final coating

Engineering Contradiction:
Improvewater solubilityVSAvoidwater resistance
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent applies local quality by introducing polyalkylene oxide side chains at specific positions on the polyaspartic acid ester backbone. These side chains provide localized hydrophilicity that enables water solubility and dispersibility, while the main backbone and crosslinked structure maintain hydrophobic characteristics that ensure water resistance in the final coating. This spatial differentiation of properties resolves the contradiction between solubility and water resistance.

Inventive Principle:
Principle #3Local quality

3Ease of operation

If the ratio of secondary amino groups to isocyanate groups is optimized, then excellent solubility and dispersibility are achieved, but the molecular structure becomes more complex

Engineering Contradiction:
Improvesolubility and dispersibilityVSAvoidmolecular structure
Core Design Contradiction:
Ease of operationVSDevice complexity

Solution Approach 1:

The patent optimizes the molar ratio of secondary amino groups to isocyanate groups within a specific range (1:0.5 to 1:2, preferably 1:1). This parameter optimization achieves excellent solubility and dispersibility without requiring overly complex molecular structures. The controlled stoichiometry ensures adequate hydrophilic groups for water interaction while maintaining a relatively simple polyaspartic acid ester backbone structure.

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 resulting hydrophilic polyaspartic acid esters exhibit excellent solubility and dispersibility in water, enabling the production of colorless coatings with enhanced water resistance and improved application properties.

Implementation Method 1

reacting at least one polyamine component A) with at least one polyisocyanate component B)

Methodology Applied
Scientific EffectChemical bonding: Chemical Bonding

Implementation Method 2

the polyisocyanate has at least one chemically bound polyalkylene oxide polyether alcohol... This makes it possible to achieve very good solubility or dispersibility of the hydrophilic polyaspartic acid esters in polar solvents, preferably in water

Methodology Applied
Scientific EffectSolvation: Solvation

Data Source

PatentEP2990398B1Hydrophilic polyaspartic acid ester
Publication Date: 2018.12.19 COVESTRO DEUTSCHLAND AG
  • EP2990398B1 patent drawing
  • EP2990398B1 patent drawing
  • EP2990398B1 patent drawing

AI summary

The present invention relates to polyaspartic acid esters obtainable by reacting at least one polyamine component A), comprising an amine compound of formula (I), in which X is a saturated or unsaturated, linear or branched, aliphatic or cycloaliphatic or aromatic organic residue, which is substituted or unsubstituted and/or has heteroatoms in the chain, Y is a secondary amino group bonded to two carbon atoms, R1 and R2 are independently saturated or unsaturated, linear or branched, aliphatic or cycloaliphatic or aromatic organic residues with 1 to 18 carbon atoms, which are substituted or unsubstituted and/or have heteroatoms in the chain, and n is a natural number from 1 to 4, with at least one polyisocyanate component B), comprising a polyisocyanate containing at least one chemically bonded, non-ionic, hydrophilic group, characterized in thatthat the number of secondary amino groups Y to the number of isocyanate groups of the polyisocyanate is in a ratio of 250:1 to 3:1. Further aspects of the invention include a method for producing a coating agent, a two-component system, its use for producing a coating on a substrate, and the substrates coated therewith.