Furan Dicarboxylate Polyester Depolymerization via Base Catalysis

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current methods for depolymerizing polyesters, such as those described in EP 693527 and WO 2004/060987, are inefficient and produce undesirable by-products, and do not effectively recover starting materials for reuse, particularly for furan dicarboxylate containing polyesters which have unique properties and potential applications.

Innovation Solution

A process involving the reaction of furan dicarboxylate containing polyesters with an alcohol or water in the presence of a depolymerization catalyst, selected from metal alkoxides, hydroxides, carbonates, or carboxylates, at temperatures ranging from room temperature to 350 °C and pressures from 1 to 10 bar, to yield furandicarboxylate compounds and diols, facilitating faster depolymerization and enabling the recovery of valuable starting materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional depolymerization methods (EP 693527, WO 2004/060987) are used, then polyester degradation occurs, but the process is inefficient and produces undesirable by-products

Engineering Contradiction:
Improvedepolymerization efficiencyVSAvoidundesirable by-products
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by selecting specific base catalysts (metal alkoxides, hydroxides, carbonates, or carboxylates) and controlling reaction conditions (temperature from room temperature to 350 °C, pressure from 1 to 10 bar) to optimize the depolymerization process. This resolves the contradiction by achieving high efficiency while minimizing harmful by-products through precise parameter control.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses base catalysts as intermediaries to facilitate the depolymerization reaction between the furan dicarboxylate containing polyester and alcohol or water. The catalyst acts as a mediator that accelerates the reaction and directs it toward desired products (furandicarboxylate compounds and diols) rather than undesirable by-products, thereby improving efficiency and reducing harmful outputs.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of repair

If depolymerization is performed to recover starting materials, then material reuse is enabled, but the process requires effective separation and purification

Engineering Contradiction:
Improvestarting material recoveryVSAvoidseparation and purification process
Core Design Contradiction:
Ease of repairVSDevice complexity

Solution Approach 1:

The patent produces furandicarboxylate compounds and diols that are identical or very similar to the original starting materials used to make the polyester. This allows the recovered materials to be directly reused in polyester synthesis without complex purification, as the depolymerization process itself regenerates the monomers in a usable form.

Inventive Principle:
Principle #26Copying

3Reliability

If furan dicarboxylate containing polyester is depolymerized, then environmental friendliness is improved through reuse, but the process must be faster than conventional polyesters

Engineering Contradiction:
Improveenvironmental friendlinessVSAvoiddepolymerization rate
Core Design Contradiction:
ReliabilityVSSpeed

Solution Approach 1:

The patent achieves faster depolymerization rates by optimizing reaction parameters including using base catalysts, controlling temperature (room temperature to 350 °C), and adjusting pressure (1 to 10 bar). This resolves the contradiction by making the process both environmentally friendly through material recovery and sufficiently fast for practical application.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces harsh mechanical or thermal degradation methods with a chemically controlled base-catalyzed depolymerization process. This substitution enables milder, faster, and more selective breakdown of the polyester into recoverable monomers, improving both speed and environmental friendliness simultaneously.

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

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

This process allows for the rapid and efficient depolymerization of furan dicarboxylate containing polyesters, producing furandicarboxylate compounds and diols, which can be reused in various applications, such as pharmaceutical intermediates, and demonstrates superior efficiency compared to traditional methods, as shown by the comparison with polyethylene terephthalate (PET) in Example 3.

Implementation Method 1

reacting the polyester with an alcohol or water in the presence of a depolymerisation catalyst, comprising a base

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

reacting the polyester with an alcohol or water

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 3

reacting the polyester with an alcohol or water

Methodology Applied
Scientific EffectAlcoholysis:

Implementation Method 4

reaction temperature ranges from room temperature to 350 °C

Methodology Applied
Scientific EffectHeating: Heating

Implementation Method 5

reaction pressure ranges from 1 to 10 bar

Methodology Applied
Scientific EffectPressurisation: Pressurisation

Data Source

PatentEP2658850B1Process for the depolymerization of a furandicarboxylate containing polyester
Publication Date: 2016.03.09 FURANIX TECH BV

AI summary

A product comprising a furandicarboxylate compound and diol is obtained from a furandicarboxylate containing polyester in a process, which comprises reacting a polymer composition comprising furandicarboxylate containing polyester with water or an alcohol, such as an alkyl alcohol with from 1 to 12 carbon atoms, in the presence of a base, that is preferably selected from the group consisting of metal hydrides, metal alkoxides, metal carbonates, metal carboxylates, N-heterocyclic carbenes, amidines, guanidines, phosphazenes and mixtures thereof.