Epoxy-Functional Polyoxazolidinone Coatings for High Solid Content

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing coating formulations using epoxy-terminated polyoxazolidinones face challenges such as high costs, low chemoselectivity, and long reaction times, which hinder their application in polymer-based coatings, particularly in achieving a solid content of at least 35% by weight for improved coating characteristics.

Innovation Solution

A composition comprising epoxy-group terminated polyoxazolidinones derived from aliphatic polyisocyanate and polyepoxide compounds, with a molar ratio of 50:1 to 2.4:1, mixed with a reactive compound and solvent, resulting in a solid content of 35% to 95% by weight, suitable for use as an anti-corrosive, protective, or coil coating.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If existing coating formulations using epoxy-terminated polyoxazolidinones are used, then coating applications can be made, but high costs, low chemoselectivity, and long reaction times hinder their application

Engineering Contradiction:
Improvereaction timeVSAvoidchemoselectivity
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the chemical parameters of the reaction system by using specific catalysts (metal complexes with ligands like N-heterocyclic carbenes, phosphines, or nitrogen-containing ligands) and controlling reaction conditions (temperature, solvent selection) to achieve high chemoselectivity and reduce reaction time. The modified reaction parameters enable the epoxy-terminated polyoxazolidinone to react selectively with the curing agent while minimizing side reactions.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If the solid content of the composition is increased to at least 35% by weight, then coating characteristics are improved, but the formulation complexity increases

Engineering Contradiction:
Improvecoating characteristicsVSAvoidformulation complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent creates a universal coating formulation system where the epoxy-terminated polyoxazolidinone serves multiple functions: it provides the base resin structure, enables crosslinking through reaction with curing agents, and achieves the desired solid content (≥35% by weight). The formulation is designed to be multi-functional, allowing the same base composition to be adapted for various coating applications (anti-corrosive, protective, can coating, coil coating) by adjusting additives and curing conditions rather than creating entirely new formulations.

Inventive Principle:
Principle #6Universality (Multi-functionality)

3Manufacturing precision

If aliphatic polyisocyanate and polyepoxide compounds are used with a molar ratio of 50:1 to 2.4:1, then the polyoxazolidinone can be successfully synthesized, but the reaction conditions must be precisely controlled

Engineering Contradiction:
Improvemolar ratio controlVSAvoidreaction condition control
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent implements feedback control in the synthesis process by monitoring the molar ratio of epoxy groups to isocyanate groups and adjusting reaction conditions accordingly. The catalyst system is designed to provide feedback on reaction progress, allowing for real-time adjustment of temperature, catalyst concentration, and reactant addition rates to maintain the optimal molar ratio (50:1 to 2.4:1) and achieve high chemoselectivity.

Inventive Principle:
Principle #23Feedback

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 proposed composition enhances the characteristics of the coating by achieving a high solid content, improving chemical resistance, solvent resistance, and adhesion, while reducing reaction times and costs, making it suitable for various coating applications.

Implementation Method 1

the cycloaddition of epoxides and isocyanates seems to be a convenient one-pot synthetic route to it

Methodology Applied
Scientific EffectCycloaddition: Chemical Bonding

Implementation Method 2

at least one compound having at least one group that is reactive towards terminal epoxy-groups

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Data Source

PatentUS20240076439A1Composition Comprising Epoxy-Functional Oxazolidinone
Publication Date: 2024.03.07 COVESTRO DEUTSCHLAND AG

AI summary

The present invention relates to composition at least including (A) at least one epoxy-group terminated polyoxazolidinone, derived from at least one polyisocyanate compound and at least one aliphatic polyepoxide compound, (B) at least one compound having at least one group that is reactive towards terminal epoxy-groups, and (C) at least one solvent. The molar ratio of the epoxy groups of the polyepoxide compound to the isocyanate groups of the polyisocyanate compound is 50:1 to 2.4:1. The at least one epoxy-group terminated polyoxazolidinone is present in an amount of 50 to 95% by weight, in respect of the solid content of the composition. The sum of all components in respect of the solid content of the composition adds up to 100% by weight and where the solid content of the composition is at least 35% by weight.