Polyester Acrylate Resin from PET Depolymerization for UV Coatings

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Solution Overview

Problem

Current methods for recycling polyethylene terephthalate (PET) waste do not produce polyester resins with high enough molecular weight for effective use in energy curable coating compositions and inks, which require radical polymerization capabilities and sufficient molecular weight for high-speed printing applications.

Innovation Solution

A process involving the depolymerization of PET with polyhydric alcohols, esterification with polybasic carboxylic acids or anhydrides, and acrylation with acrylic acid to produce a polyester acrylate resin with a number average molecular weight of at least 800 Da, suitable for energy curable coating compositions and inks.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Length of moving object

If PET is depolymerized via alcoholysis reaction with polyhydric alcohols, then the molecular weight of the resulting polyester resin is increased, but the curing efficiency and speed of the energy curable coating composition deteriorates

Engineering Contradiction:
Improvemolecular weightVSAvoidcuring speed
Core Design Contradiction:
Length of moving objectVSSpeed

Solution Approach 1:

The patent applies parameter changes by carefully controlling the molecular weight of the polyester polyol within a specific range (800-5000 Da) and adjusting the acrylate functionality (2-6) to optimize the balance between film formation and curing speed. This parameter optimization resolves the contradiction by finding the optimal point where sufficient molecular weight provides adequate film properties while maintaining adequate curing performance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite resin system by combining polyester polyol derived from PET depolymerization with acrylic acid to form polyester acrylate resin. This composite approach integrates the benefits of both components: the polyester backbone provides molecular weight and film-forming capability, while the acrylate groups enable rapid UV curing, thus resolving the contradiction between molecular weight and curing speed

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If PET waste is recycled through depolymerization, then environmental sustainability is improved, but the molecular weight of the resulting resin is insufficient for high-speed printing applications

Engineering Contradiction:
Improveenvironmental sustainabilityVSAvoidmolecular weight
Core Design Contradiction:
Ease of manufactureVSLength of moving object

Solution Approach 1:

The patent uses parameter changes by controlling the depolymerization conditions and selecting specific polyhydric alcohols to achieve the desired molecular weight range (800-5000 Da) in the polyester polyol. This controlled parameter adjustment ensures that recycled PET waste is converted into resin with sufficient molecular weight for high-speed printing while maintaining environmental sustainability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs polyhydric alcohols as intermediaries in the depolymerization process. These intermediaries facilitate the breakdown of PET waste into manageable oligomeric segments with controlled molecular weights, which can then be further processed into polyester acrylate resin suitable for high-speed printing applications

Inventive Principle:
Principle #24Intermediary (Mediator)

3Length of moving object

If the molecular weight of polyester resin is increased for better film formation, then the viscosity of the coating composition increases, but the processability and application performance deteriorates

Engineering Contradiction:
Improvemolecular weightVSAvoidprocessability
Core Design Contradiction:
Length of moving objectVSEase of operation

Solution Approach 1:

The patent applies parameter changes by selecting a specific molecular weight range (800-5000 Da) for the polyester polyol that balances film-forming capability with processability. This optimized parameter range ensures that the resin has sufficient molecular weight for good film formation while maintaining adequate viscosity for easy application and processing

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality by ensuring that only specific portions of the polymer chain have the necessary molecular weight characteristics for film formation, while the overall resin system maintains low enough viscosity for processing. The acrylate modification allows different regions of the molecule to serve different functions: the polyester backbone provides film-forming quality while the acrylate end groups enable low viscosity and rapid curing

Inventive Principle:
Principle #3Local quality

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 polyester acrylate resin exhibits improved cure properties and deinking performance, enabling high-speed printing and enhanced solvent resistance in energy curable coating compositions and inks.

Implementation Method 1

depolymerizing virgin, scrap, recycled or reclaimed polyethylene terephthalate (PET) via an alcoholysis reaction with one or more polyhydric alcohols

Methodology Applied
Scientific EffectAlcoholysis: Hydrolysis

Implementation Method 2

esterifying the depolymerization product with one or more polybasic carboxylic acids and/or anhydrides

Methodology Applied
Scientific EffectEsterification: Chemical Bonding

Implementation Method 3

acrylated with acrylic acid to form a polyester acrylate resin

Methodology Applied
Scientific EffectAcrylation: Chemical Bonding

Implementation Method 4

Curing of energy curable coating compositions and inks predominantly proceeds via a radical polymerization mechanism

Methodology Applied
Scientific EffectRadical polymerization: Photopolymerisation

Data Source

PatentEP3134471B1A process for preparing polyester resins from polyethylene terephthalate and energy curable coating compositions
Publication Date: 2020.03.18 SUN CHEMICAL CORP
  • EP3134471B1 patent drawing
  • EP3134471B1 patent drawing
  • EP3134471B1 patent drawing

AI summary

The present invention is directed to polyester resins which are prepared by depolymerizing virgin, scrap, recycled or reclaimed polyethylene terephthalate (PET) via an alcoholysis reaction with one or more polyhydric alcohols to form a depolymerization product and esterifying the depolymerization product with one or more polybasic carboxylic acids and/or anhydrides and optionally polyhydric alcohol to form a polyester polyol. The polyester may then be acrylated with acrylic acid to form a polyester acrylate resin. The polyester resins are then used in energy curable coating compositions or inks and in particular, the polyester acrylate resin is suitably used as a reactive binder/oligomer.