Transesterified Polylactic Acid with Natural Oils

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Solution Overview

Problem

Polylactic acid polymers have limited toughness, low solubility, and high viscosity, which restricts their applications, and existing methods like blending or transesterification with other compounds are costly or introduce undesirable extractable components, posing safety and regulatory issues.

Innovation Solution

Transesterification of polylactic acid with natural oils like soybean or castor oil in the presence of a diol and a catalyst, resulting in a liquid or waxy solid product with improved solubility and reduced viscosity, utilizing a process that involves heating and maintaining the reaction mixture at specific temperatures to achieve desired transesterification.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If polylactic acid is blended with other compounds to improve flexibility and solubility, then the physical properties are enhanced, but extractable components are introduced which raise safety and regulatory issues

Engineering Contradiction:
Improveflexibility and solubilityVSAvoidextractable components
Core Design Contradiction:
Ease of operationVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by performing transesterification reactions that chemically modify the polylactic acid polymer structure. This changes the chemical composition parameters to incorporate fatty acid chains from natural oils, thereby improving flexibility and solubility while eliminating extractable components through covalent bonding rather than physical blending.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite materials by chemically combining polylactic acid with natural oil derivatives through transesterification. The resulting modified polylactic acid incorporates fatty acid chains into the polymer backbone, creating a composite structure that achieves desired physical properties without introducing harmful extractable components.

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If transesterification with polycarbonates or caprolactone is performed to improve flexibility, then some property enhancement is achieved, but the production cost becomes too high for industrial uses

Engineering Contradiction:
ImproveflexibilityVSAvoidproduction cost
Core Design Contradiction:
Ease of operationVSEase of manufacture

Solution Approach 1:

The patent employs cheap short-living objects by using readily available natural oils such as soybean oil, castor oil, or sunflower oil as transesterification agents. These inexpensive natural oils replace costly reagents like polycarbonates and caprolactone, making the process economically viable for industrial applications while still achieving the desired flexibility improvement.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent applies parameter changes by selecting economical natural oils with appropriate fatty acid compositions to achieve the desired flexibility. The transesterification conditions and oil selection are optimized to obtain the required physical properties at minimal cost.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If polylactic acid is used in its native form, then it maintains biodegradability and renewability, but it exhibits low toughness and high viscosity that limit its applications

Engineering Contradiction:
Improvebiodegradability and renewabilityVSAvoidtoughness
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

The patent applies parameter changes by performing transesterification reactions that modify the polylactic acid polymer structure. This changes the molecular architecture by incorporating fatty acid chains, thereby improving toughness and reducing viscosity while preserving the biodegradability and renewability characteristics of the original polylactic acid.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite materials by chemically integrating natural oil derivatives into the polylactic acid backbone. The resulting modified polymer combines the biodegradability of polylactic acid with the flexibility and processability benefits of fatty acid chains, achieving enhanced toughness without sacrificing environmental credentials.

Inventive Principle:
Principle #40Composite materials

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 transesterified polylactic acid products exhibit enhanced solubility, reduced viscosity, and improved physical properties, making them suitable for various applications including food packaging and medical devices, while maintaining a high renewable content and being cost-effective.

Implementation Method 1

a transesterification catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

involves heating and maintaining the reaction mixture at specific temperatures to achieve desired transesterification

Methodology Applied
Scientific EffectHeating: Heating

Data Source

PatentEP3411423B1Transesterification of polylactic acid with natural oils
Publication Date: 2021.06.30 HENKEL IP & HOLDING GMBH

AI summary

Disclosed is a transesterified polylactic acid product which has been transesterified with a diol and at least one natural oil. The transesterified polylactic acid product has surprisingly improved properties compared to unmodified polylactic acid including: a liquid state at room temperature, a reduced melting temperature and increased solubility in a variety of solvents. Also disclosed is a method for producing the transesterified polylactic acid product. The transesterified polylactic acid product is economical to produce and includes a high content of renewable resources. In addition, the product is biodegradable.