Epoxide-Terminated Polyester Oligomers for Fluidity and Stability

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Solution Overview

Problem

Polymeric compositions used in manufacturing plastic articles, such as poly(butylene succinate) polyester, face challenges with stability and fluidity due to degradation by hydrolysis and high viscosity, which affects their mechanical and chemical properties during processing and use.

Innovation Solution

The method involves preparing aliphatic polyester oligomers with terminal epoxide functions by reacting aliphatic polyester oligomers with terminal carboxylic acid functions and polyepoxides, resulting in oligomers that can be added to polymeric compositions to improve fluidity and stability without compromising mechanical or thermal properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If aliphatic polyester oligomers with terminal carboxylic acid functions are used, then stability against hydrolysis deteriorates, but fluidity improvement is achieved

Engineering Contradiction:
ImprovefluidityVSAvoidstability against hydrolysis
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent uses terminal epoxide groups as intermediary functional groups that react with carboxylic acid groups to form stable structures. The epoxide groups act as a mediator between the carboxylic acid groups (which provide fluidity) and the need for hydrolysis stability, converting the unstable carboxylic acid terminals into stable ether linkages while maintaining the fluidity benefits of the oligomer structure.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the chemical parameter of the terminal groups from carboxylic acid to epoxide-functionalized structures. This parameter change transforms the terminal groups into species that both improve fluidity and resist hydrolysis, as the epoxide ring structure is resistant to hydrolytic degradation while still providing the desired rheological modification.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If polyepoxides are reacted with aliphatic polyester oligomers to form terminal epoxide groups, then stability is improved, but molecular weight increases

Engineering Contradiction:
ImprovestabilityVSAvoidmolecular weight
Core Design Contradiction:
ReliabilityVSWeight of moving object

Solution Approach 1:

The patent employs partial reaction between the polyepoxide and the aliphatic polyester oligomer terminal carboxylic acid groups. By using a controlled molar ratio where polyepoxide is in slight excess or equimolar amounts, the reaction modifies only the terminal groups without causing extensive chain extension or crosslinking. This partial action achieves stability improvement at terminal groups while minimizing overall molecular weight increase.

Inventive Principle:
Principle #16Partial or excessive action

3Ease of operation

If conventional epoxy compounds are added to polymeric compositions, then viscosity increases, but fluidity improvement is achieved with the novel oligomers

Engineering Contradiction:
ImprovefluidityVSAvoidviscosity
Core Design Contradiction:
Ease of operationVSForce

Solution Approach 1:

The patent applies local quality by functionalizing only the terminal groups of the aliphatic polyester oligomers with epoxide groups, rather than using conventional epoxy compounds that affect the bulk polymer matrix. This localized modification at the chain ends provides fluidity improvement through end-group effects without inducing the bulk viscosity increase associated with conventional epoxy additives.

Inventive Principle:
Principle #3Local quality

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 addition of these oligomers significantly reduces viscosity, enhancing the fluidity of polymeric compositions and stabilizing them against degradation, as evidenced by maintained tensile modulus, Izod impact strength, and heat deflection temperature, even with the incorporation of natural fibers.

Implementation Method 1

at least one terminal carboxylic acid function of the aliphatic polyester oligomer (O1) reacts with at least one epoxide function of the polyepoxide in order to form an aliphatic polyester oligomer (O2) having a terminal group comprising at least one epoxide function

Methodology Applied
Scientific EffectChemical reaction between carboxylic acid and epoxide: Chemical Bonding

Data Source

PatentEP2638097B1Novel oligomers, method for preparation thereof and use thereof for fluidifying polymeric compositions
Publication Date: 2019.01.09 FAURECIA INTERIEUR IND
  • EP2638097B1 patent drawingFigure 1
  • EP2638097B1 patent drawingFigure 2
  • EP2638097B1 patent drawingFigure 3

AI summary

The invention relates to oligomers (O2) having a terminal group comprising at least one epoxide function, to their preparation method, to their uses as an additive in a polymeric composition for fluidifying and/or improving stability of said composition.