Enantiomeric Polyester Stereocomplexes for Biodegradable Thermal Stability

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current biodegradable polyesters face challenges in commercialization due to reliance on biotechnology and limited industrial infrastructure, and they often exhibit poor thermal properties and low crystallinity compared to polyolefins.

Innovation Solution

The development of enantiomeric polymer chains formed through a ring-opening reaction of an epoxide followed by a cyclic anhydride, which create stereocomplexes with improved thermal properties and crystallinity, such as the stereocomplex of poly(propylene succinate) with a melting temperature up to 120°C, comparable to low-density polyethylene.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If biodegradable polyesters are produced using current biotechnology methods, then biodegradability is achieved, but manufacturing complexity and infrastructure requirements increase

Engineering Contradiction:
ImprovebiodegradabilityVSAvoidmanufacturing infrastructure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent changes the chemical parameters of polyester synthesis by using chemical catalysis instead of biotechnology. The composition includes metal catalysts (e.g., aluminum, zinc, or magnesium salts) that enable chemical polymerization of cyclic carbonates and cyclic carbonic esters, transforming the manufacturing approach from biological to chemical processes with simpler infrastructure requirements

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent substitutes biotechnology-based manufacturing with chemical-based manufacturing. By using metal catalysts and chemical reactions (polymerization of cyclic carbonates), the invention replaces complex biological systems with simpler chemical processes that don't require biotechnology infrastructure

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

2Reliability

If biodegradable polyesters are produced using current methods, then biodegradability is achieved, but thermal properties and crystallinity are poor compared to polyolefins

Engineering Contradiction:
ImprovebiodegradabilityVSAvoidthermal properties
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent changes the molecular structure parameters by incorporating specific cyclic carbonate monomers (e.g., trimethylene carbonate, tetrahydrofuran-2-one) that promote crystallinity. The controlled polymerization process using metal catalysts creates polymers with higher melting points and improved thermal stability while maintaining biodegradability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite-like structures within the polymer by forming stereocomplexes between enantiomeric chains. These stereocomplexes exhibit enhanced thermal properties and crystallinity comparable to polyolefins, effectively combining the benefits of different material structures

Inventive Principle:
Principle #40Composite materials

3Temperature

If enantiomeric polymer chains form stereocomplexes, then crystallinity and melting temperature increase, but manufacturing process complexity increases

Engineering Contradiction:
Improvemelting temperatureVSAvoidmanufacturing process
Core Design Contradiction:
TemperatureVSDevice complexity

Solution Approach 1:

The patent performs preliminary action by synthesizing enantiomerically pure polymer chains before forming the stereocomplexes. The metal-catalyzed polymerization of cyclic carbonates produces controlled enantiomeric structures that readily form stereocomplexes, simplifying the overall process by preparing components in advance with defined properties

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent applies self-service by allowing enantiomeric polymer chains to spontaneously form stereocomplexes through their inherent stereoselective interactions. The metal catalysts facilitate the formation of enantiomeric chains that automatically organize into stereocomplexes with enhanced crystallinity and melting temperature without requiring additional complex processing steps

Inventive Principle:
Principle #25Self-service

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 stereocomplexes exhibit enhanced melting transition and crystallinity, crystallizing up to 1000 times faster than individual enantiomeric polymer chains, and are biodegradable with non-toxic byproducts, making them suitable for various applications including biomedical and drug delivery.

Implementation Method 1

Stereocomplexation occurs when a stereoselective interaction between two stereoregular complementary polymers in the crystalline state results in altered physical and thermal properties in comparison to the parent polymers

Methodology Applied
Scientific EffectStereocomplexation: Crystallisation

Implementation Method 2

The enantiomeric chains have repeat units formed from a ring-opening reaction of an epoxide (e.g., an enantiopure epoxide) followed by a ring-opening of a cyclic anhydride

Methodology Applied
Scientific EffectRing-opening reaction: Chemical Bonding

Data Source

PatentUS10377850B2Polyester stereocomplexes, compositions comprising same, and methods of making and using same
Publication Date: 2019.08.13 CORNELL UNIVERSITY
  • US10377850B2 patent drawing
  • US10377850B2 patent drawing
  • US10377850B2 patent drawing

AI summary

Compositions comprising stereocomplexes of enantiomeric polymer chains having individual repeat units formed from the reaction of an epoxide and cyclic anhydride. The compositions can be made by mixing two types of enantiomeric polymer chains having opposite absolute stereochemistry. The compositions can be used in applications such as biomedical applications and drug delivery applications.