Polyester Tensile Strength via Sulfonate Group Control

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Solution Overview

Problem

Water-soluble polymers based on 2,5-furandicarboxylic acid lack sufficient mechanical strength for many applications, despite being biodegradable and renewable.

Innovation Solution

Development of polyesters comprising 2,5-furandicarboxylic acid, aliphatic C4-C36 dicarboxylic acids, and sulfonate group-containing dicarboxylic acids, with specific diol and branching components, which enhance mechanical properties and biodegradability, allowing for higher tensile strength and improved processing.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If water-soluble polymers based on 2,5-furandicarboxylic acid are produced with high sulfonate group content (>12 mol %) to achieve water solubility, then water solubility is improved, but mechanical properties deteriorate

Engineering Contradiction:
Improvewater solubilityVSAvoidmechanical properties
Core Design Contradiction:
Ease of operationVSStrength

Solution Approach 1:

The patent applies parameter changes by precisely controlling the sulfonate group content within 3-12 mol % (optimizing the previously problematic high concentration), adjusting the molar ratios of diacids and diols, and controlling polymerization parameters to achieve both water solubility and improved mechanical properties

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite polyester system combining 2,5-furandicarboxylic acid units with sulfonate group-containing units in specific proportions, integrating renewable aromatic content with water-solubility-providing sulfonate groups to achieve a balance between mechanical strength and solubility

Inventive Principle:
Principle #40Composite materials

2Reliability

If polyesters are made from renewable raw materials like 2,5-furandicarboxylic acid to improve biodegradability, then biodegradability is improved, but mechanical strength deteriorates

Engineering Contradiction:
ImprovebiodegradabilityVSAvoidmechanical strength
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

The patent creates a composite polyester structure integrating renewable 2,5-furandicarboxylic acid units (providing biodegradability) with aliphatic dicarboxylic acid units and sulfonate group-containing units (providing mechanical strength and water solubility), achieving a balance between biodegradability and mechanical performance

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies local quality by distributing different functional units throughout the polymer chain: 2,5-FDCA units for biodegradability, aliphatic dicarboxylic acid units for flexibility and processability, and sulfonate units for water solubility, with each component contributing locally to the overall performance

Inventive Principle:
Principle #3Local quality

3Adaptability or versatility

If aliphatic-aromatic polyesters contain 25-99 mol % 2,5-furandicarboxylic acid to maximize renewable content, then renewable sourcing is improved, but mechanical properties deteriorate

Engineering Contradiction:
Improverenewable sourcingVSAvoidmechanical properties
Core Design Contradiction:
Adaptability or versatilityVSStrength

Solution Approach 1:

The patent optimizes the renewable content parameter by setting 2,5-FDCA at 25-99 mol % (with preferred ranges of 40-80 mol %) rather than using pure 2,5-FDCA, balancing renewable content with mechanical performance through controlled composition

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops a composite polyester system where renewable 2,5-FDCA units are combined with aliphatic dicarboxylic acid units and sulfonate-containing units, creating a multi-component renewable polyester that achieves both high renewable content and acceptable mechanical properties

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS11597799B2Polyester
Publication Date: 2023.03.07 BASF SE
  • US11597799B2 patent drawing
  • US11597799B2 patent drawing

AI summary

The present invention relates to a polyester consisting of (A) repeat units derived from an acid component, which consists of (a1) 2,5-furandicarboxylic acid, (a2) an aliphatic C4-C36 dicarboxylic acid or a mixture of a plurality of aliphatic C4-C36 dicarboxylic acids, and (a3) a sulfonate group-containing dicarboxylic acid, and of (B) repeat units derived from a di-ol/amine component, and optionally of further repeat units (C) and/or branching components (E), and of (D) repeat units derived from at least one di- or oligofunctional compound selected from the group consisting of a di- or oligoisocyanate and a di- or oligoisocyanurate. In addition, the present invention relates to the production of these polyesters and their use.