Tröger's Base Poly(Crown Ether) Membranes

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Solution Overview

Problem

Current proton exchange membranes (PEMs) for fuel cells lack innovative materials with high proton conductivity, thermal stability, and water uptake capacity, limiting their efficiency and durability.

Innovation Solution

Development of double-strand chain compositions comprising dibenzo-crown ether macrocycles fused with bicyclic aliphatic linkers, which are cyclopolymerized to form robust, hydrophilic polymers capable of forming proton conductive membranes with high water uptake and thermal stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional PEM materials (Nafion, sulfonated polyaromatics, polyimides) are used, then proton exchange membrane functionality is achieved, but proton conductivity, thermal stability, and water uptake capacity are insufficient

Engineering Contradiction:
Improveproton conductivityVSAvoidwater uptake capacity
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent employs composite materials by combining dibenzo-crown ether macrocycles with bicyclic aliphatic linkers to create a novel polymer structure. This composite approach integrates the proton-conducting capability of crown ethers with the structural stability of bicyclic linkers, achieving both high proton conductivity and enhanced water uptake capacity simultaneously

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent utilizes parameter changes by varying the crown ether ring size (different n values) and linker structures to optimize the balance between proton conductivity and water uptake. By adjusting these molecular parameters, the membrane achieves optimal performance in both proton transport and water retention

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If conventional PEM materials are used, then membrane structure is established, but thermal stability above 200°C is not achieved

Engineering Contradiction:
Improvethermal stabilityVSAvoidpolymer structure complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the polymer structure into distinct functional segments: dibenzo-crown ether macrocycle units for proton conduction and bicyclic aliphatic linker units for structural stability. This segmented architecture allows each component to contribute its specialized function, achieving thermal stability above 200°C while maintaining manageable structural complexity through modular design

Inventive Principle:
Principle #1Segmentation

3Quantity of substance

If high water uptake capacity is achieved, then proton conductivity is enhanced, but membrane structural integrity may be compromised

Engineering Contradiction:
Improvewater uptake capacityVSAvoidmembrane structural integrity
Core Design Contradiction:
Quantity of substanceVSStrength

Solution Approach 1:

The patent applies local quality by creating hydrophilic regions with high water uptake capacity through the crown ether macrocycles, while the bicyclic aliphatic linkers provide hydrophobic, structurally robust regions. This local differentiation allows the membrane to achieve 23 wt% water uptake while maintaining structural integrity through the reinforcing effect of the rigid linker segments

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 resulting membranes exhibit proton conductivity of at least 1.0×10−8 S cm−1, thermal stability up to 200°C, and 23 wt% water uptake, enhancing fuel cell performance and durability.

Implementation Method 1

The double-strand chains comprise a plurality of constitutional units joined to each other through two atoms on one side of the constitutional unit and two atoms on the other side of the constitutional unit. Constitutional units comprise a dibenzo-crown ether macrocycle fused with a bicyclic aliphatic linker.

Methodology Applied
Scientific EffectHydrogen bonding:

Implementation Method 2

the polymer has a water uptake capacity of at least 10 wt % at 90% relative humidity

Methodology Applied
Scientific EffectAbsorption: Absorption (physical)

Implementation Method 3

the membrane is proton conductive; capable of binding ions or small molecules

Methodology Applied
Scientific EffectIonic conduction: Conduction (electrical)

Data Source

PatentUS11267939B2Tröger's base-linked poly(crown ethers)s
Publication Date: 2022.03.08 NORTHWESTERN UNIV
  • US11267939B2 patent drawing
  • US11267939B2 patent drawing
  • US11267939B2 patent drawing

AI summary

Described herein are double-strand chain compositions suitable for use in the preparation of proton conductive membranes. The double-strand chains comprise a plurality of constitutional units joined to each other through two atoms on one side of the constitutional unit and two atoms on the other side of the constitutional unit. Constitutional units comprise a dibenzo-crown ether macrocycle fused with a bicyclic aliphatic linker. Polymers, membranes, and fuel cells comprising the double-strand chain are also described herein.