Cycloaliphatic Polyester Coatings for BPA-Free Metal Packaging

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

There is a need for curable coating compositions for metal packaging that can provide enhanced crosslinking between polyesters with low hydroxyl numbers and isocyanate or amino crosslinkers to achieve desirable coating properties such as solvent resistance and wedge bend resistance, while also avoiding the use of bisphenol A (BPA) in epoxy resins.

Innovation Solution

The development of unsaturated polyester compositions comprising cycloaliphatic diols, such as 2,2,4,4-tetramethyl-1,3-cyclobutanediol (TMCD), which are curable with isocyanate or amino crosslinkers, offering a balance of solvent resistance and wedge bend resistance in metal packaging applications, with specific monomer ratios and molecular weight ranges to achieve effective crosslinking.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If polyesters with low hydroxyl numbers are used to achieve high molecular weights and desirable coating properties, then impact resistance and flexibility are improved, but sufficient crosslinking with isocyanate or amino crosslinkers cannot be achieved

Engineering Contradiction:
Improveimpact resistanceVSAvoidcrosslinking sufficiency
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The patent changes the chemical structure parameters of the polyester by incorporating cycloaliphatic diols (57-100 mole%) with specific ring structures and hydroxyl group configurations. This structural modification enables low hydroxyl number polyesters to achieve sufficient crosslinking density with isocyanate or amino crosslinkers, resolving the contradiction between maintaining low hydroxyl numbers for high molecular weight and achieving adequate crosslinking for coating performance.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite chemical system by combining cycloaliphatic diol-based polyesters with specific crosslinkers (isocyanate or amino crosslinkers). This composite approach enables synergistic interaction where the cycloaliphatic structure enhances crosslinking efficiency, allowing sufficient crosslinking to be achieved even at low hydroxyl numbers, thus resolving the contradiction between impact resistance requirements and crosslinking sufficiency.

Inventive Principle:
Principle #40Composite materials

2Reliability

If polyesters with high hydroxyl numbers are used to achieve sufficient crosslinking, then solvent resistance and wedge bend resistance are improved, but high molecular weights and impact resistance cannot be achieved

Engineering Contradiction:
Improvecrosslinking sufficiencyVSAvoidimpact resistance
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

The patent fundamentally changes the polyester structure by using cycloaliphatic diols as the primary building block (57-100 mole%). This structural parameter change allows the polyester to achieve high crosslinking efficiency with isocyanate or amino crosslinkers at low hydroxyl numbers (8-30 mg KOH/g), eliminating the need to increase hydroxyl number to achieve sufficient crosslinking, and thus preserving the ability to form high molecular weight polymers with good impact resistance.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If epoxy resins containing BPA are used to achieve good balance of coating properties, then solvent resistance and adhesion are improved, but health safety concerns arise

Engineering Contradiction:
Improvecoating performanceVSAvoidhealth safety
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent extracts and eliminates the harmful BPA component from the coating system by replacing epoxy resins with cycloaliphatic diol-based polyesters. This substitution maintains the essential coating performance properties (solvent resistance, adhesion, flexibility) while removing the health safety concerns associated with BPA, thus resolving the contradiction between coating performance and health safety.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent employs alternative polyester resins based on cycloaliphatic diols that serve as safe, non-BPA replacements for epoxy resins. These alternative materials provide comparable coating performance without the health hazards of BPA, effectively substituting the harmful substance with safer alternatives while maintaining functional requirements.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 unsaturated polyester compositions exhibit excellent solvent resistance and wedge bend resistance, as measured by MEK double rubs and wedge bend tests, respectively, while maintaining a hydroxyl number below 30 mgKOH/g, thus overcoming the limitations of traditional polyester resins in achieving sufficient crosslinking without the use of BPA-containing epoxy resins.

Implementation Method 1

curable with an isocyanate crosslinker, an amino crosslinker, or a combination thereof

Methodology Applied
Scientific EffectCrosslinking reaction: Chemical Bonding

Data Source

PatentUS20250011618A1Unsaturated polyester compositions for metal packaging coatings
Publication Date: 2025.01.09 EASTMAN CHEM CO
  • US20250011618A1 patent drawing

AI summary

This invention relates to unsaturated polyester compositions comprising cycloaliphatic diols such as 2,2,4,4-tetramethyl-1,3-cyclobutanediol (TMCD) that are curable with an isocyanate crosslinker, an amino crosslinker, or a combination thereof. The unsaturated polyester compositions provide a good balance of desirable coating properties such as solvent resistance and wedge bend resistance in metal packaging applications.