(Co)polyamides with Ether Linkages for Moisture-Induced Swelling

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Solution Overview

Problem

Existing polyamides with high melting temperatures lack water absorption behavior, which is necessary for applications requiring swelling or deformation in high humidity environments, such as oil and gas extraction and 3D printing.

Innovation Solution

Development of (co)polyamides comprising at least 60 mol% of recurring units obtained from the condensation of a diamine of formula H2N—CH2CH2—O—CH2CH2—NH2 with 1,4-cyclohexanedicarboxylic acid, exhibiting high melting temperatures above 260°C and solubility in water, enabling both thermal stability and moisture-induced swelling.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If polyamides with high melting temperature are used, then thermal stability is improved, but water absorption capability deteriorates

Engineering Contradiction:
Improvemelting temperatureVSAvoidwater absorption capability
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

The patent uses a composite diamine structure combining ether linkages (H2N—CH2CH2—O—CH2CH2—O—CH2CH2—NH2) with aliphatic chains, creating a polyamide that integrates both high-temperature stability from the rigid cyclohexane rings and water absorption from the flexible ether-containing chains. This molecular-level composite structure resolves the contradiction between thermal stability and water absorption.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the chemical structure parameters of the diamine component by incorporating specific ether linkages and carbon chain lengths (2-6 carbons), which changes the physical properties of the resulting polyamide to simultaneously achieve high melting point (>260°C) and adequate water absorption (>2wt%).

Inventive Principle:
Principle #35Parameter changes

2Temperature

If polyamides with high melting temperature are used, then thermal stability is improved, but swelling behavior in moisture deteriorates

Engineering Contradiction:
Improvemelting temperatureVSAvoidswelling behavior
Core Design Contradiction:
TemperatureVSShape

Solution Approach 1:

The ether-containing diamine structure creates a polyamide with composite characteristics: the rigid 1,4-cyclohexanedicarboxylic acid units provide thermal stability while the flexible ether linkages enable chain mobility and water interaction, allowing the material to swell and deform in high humidity environments despite its high melting point.

Inventive Principle:
Principle #40Composite materials

3Temperature

If polyamides with high melting temperature are used, then thermal stability is improved, but solubility in water deteriorates

Engineering Contradiction:
Improvemelting temperatureVSAvoidsolubility in water
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

By carefully selecting the diamine structure with ether linkages and specific carbon chain lengths, the patent adjusts the hydrophilicity parameter of the polyamide to achieve water solubility while maintaining high melting temperature, resolving the contradiction between these two properties.

Inventive Principle:
Principle #35Parameter changes

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 (co)polyamides demonstrate high melting points and water absorption, making them suitable for high-temperature applications and processes requiring deformation upon moisture exposure, like oil and gas extraction and 3D printing, while maintaining solubility in water.

Implementation Method 1

the condensation of a diamine of formula H2N—CH2CH2—O—CH2CH2—O—CH2CH2—NH2 with a 1,4-cyclohexanedicarboxylic acid (1,4-CHDA)

Methodology Applied
Scientific EffectCondensation: Condensation

Data Source

PatentUS10808077B2(Co)polyamides obtainable from 1,4-cyclohexanedicarboxylic acid and a diamine of formula H<sub>2</sub>N-(CH<sub>2</sub>)<sub>2</sub>-O-(CH<sub>2</sub>)<sub>2</sub>-O-(CH<sub>2</sub>)<sub>2</sub>-NH<sub>2</sub>
Publication Date: 2020.10.20 SOLVAY SPECIALTY POLYMERS USA LLC
  • US10808077B2 patent drawing
  • US10808077B2 patent drawing
  • US10808077B2 patent drawing

AI summary

The present invention relates to (co)polyamides comprising at least 60 mol. % of recurring units of formula (I): (I). The present invention also relates to polymer compositions comprising such (co)polyamides, as well as articles comprising the same and methods of using said articles in high temperature applications requiring sufficient swelling or deformation upon exposure to moisture, such as for example oil and gas extraction processes (e.g. fracturing balls), or as support materials used to print three-dimensional (3D) parts.