Polystyrene Upcycling via Ring-Opening Copolymerization

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Solution Overview

Problem

The linear economy model for plastic disposal is unsustainable and poses environmental challenges, particularly with polystyrene (PS) due to its stability and difficulty in recycling, as it requires high temperatures and pressures for pyrolysis and is resistant to hydrolysis and photo-oxidation, limiting its upcycling into higher value products like 3D printing resins.

Innovation Solution

Development of 3D printable photopolymer resins using ring-opening copolymerization (ROCOP) of cyclic anhydrides and epoxides, incorporating polystyrene and natural terpenes, which increases viscosity and enables photocuring, along with solubilizing crosslinkers and polymers to facilitate the recycling and upcycling of PS into 4D materials with shape memory and mechanical stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of substance

If pyrolysis is used to recycle polystyrene, then styrene monomer can be reclaimed, but high temperatures (up to 430°C) and increased pressures are required

Engineering Contradiction:
Improvestyrene monomer recoveryVSAvoidpyrolysis temperature
Core Design Contradiction:
Loss of substanceVSTemperature

Solution Approach 1:

The patent changes the chemical parameters of the recycling process by using hydrolysis instead of pyrolysis, and by modifying the chemical structure of polystyrene through grafting hydrolyzable groups. This allows recycling at lower temperatures and without requiring high pressure conditions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces the thermal-mechanical pyrolysis process with a chemical hydrolysis process. Instead of using high temperature and pressure to break down polystyrene, the invention uses chemical hydrolysis of grafted functional groups to achieve monomer recovery under milder conditions.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Temperature

If hydrolysis is used to recycle polystyrene, then lower temperatures are required, but the process is very slow due to PS taking on very little water

Engineering Contradiction:
Improvehydrolysis temperatureVSAvoidhydrolysis rate
Core Design Contradiction:
TemperatureVSProductivity

Solution Approach 1:

The patent introduces hydrolyzable functional groups (such as ester, carboxylic acid, or amide groups) as intermediaries attached to the polystyrene backbone. These groups serve as water-accessible sites that enable hydrolysis to proceed at a practical rate, while the bulk polystyrene structure remains intact and hydrophobic.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent applies local quality modification by grafting hydrolyzable functional groups at specific locations along the polystyrene chains while maintaining the overall hydrophobic character of the polystyrene matrix. This allows selective hydrolysis at functional group sites without requiring water to penetrate the entire polystyrene structure.

Inventive Principle:
Principle #3Local quality

3Productivity

If photopolymer resins are used for 3D printing, then rapid manufacturing is enabled, but toxicity of acrylate-based photopolymers is a concern for biomedical applications

Engineering Contradiction:
Improve3D printing speedVSAvoidtoxicity of acrylate photopolymers
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical composition parameters of photopolymer resins by replacing toxic acrylate monomers with alternative monomers that have favorable biocompatibility. The resin formulation is modified to maintain photopolymerization capability while using non-toxic components suitable for biomedical applications.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops composite photopolymer resins that combine multiple functional components: non-toxic monomers, photoinitiators, and functional additives. These composite resins achieve the required printing performance while eliminating the toxicity associated with conventional acrylate-based systems.

Inventive Principle:
Principle #40Composite materials

4Ease of manufacture

If polystyrene is used to increase viscosity in terpene-based resins, then 3D printing feasibility is improved, but the resin becomes more difficult to process

Engineering Contradiction:
Improve3D printing feasibilityVSAvoidresin processing complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent optimizes the concentration and molecular weight parameters of polystyrene additives to achieve the minimum viscosity required for 3D printing while avoiding excessive viscosity that would hinder processing. The resin formulation parameters are tuned to balance printability with manufacturability.

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 approach allows for the production of 3D printable resins with enhanced thermomechanical properties and shape memory behavior, enabling the effective recycling and upcycling of polystyrene into higher value products while addressing environmental sustainability concerns.

Implementation Method 1

ring-opening copolymerization (ROCOP) of cyclic anhydrides and epoxides

Methodology Applied
Scientific EffectRing opening copolymerization: Chemical Bonding

Implementation Method 2

enables photocuring

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentUS20230167233A1Upcycling of polystyrene reinforced 3D printable photopolymer nanocomposites and ring opening copolymerization
Publication Date: 2023.06.01 OHIO UNIV
  • US20230167233A1 patent drawing
  • US20230167233A1 patent drawing
  • US20230167233A1 patent drawing

AI summary

A 3D printable resin is provided. The 3D printable resin includes a polystyrene and at least one of a solubilizing crosslinker or a solubilizing polymer. Alternatively, a ring-opened polyester copolymer is provided. The ring-opened polyester copolymer is a product of a reaction between a cyclohexene anhydride and a glycidol allyl ether. In addition, A polyester resin is provided. The polyester resin includes a product of a reaction between a cyclohexene anhydride and a glycidol allyl ether, a 4-arm thiol, and a photoinitiator.