Functionalized Diels-Alder Polyphenylene Polymers for Tunable Conductivity

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Solution Overview

Problem

Polymers with a poly(phenylene) backbone lack tunable chemical functionalities such as conductivity, hydrophobicity, and electrochemistry, which are essential for enhanced performance in applications like fuel battery cells, while maintaining durability.

Innovation Solution

Incorporating reactive handles with aryl groups into the polymer structure allows for the controlled attachment of various functional groups, providing tunable chemical characteristics without compromising the backbone's durability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If poly(phenylene) backbone structure is used, then chemical stability and strength are improved, but tunable chemical functionalities (conductivity, hydrophobicity, electrochemistry) are lost

Engineering Contradiction:
Improvechemical stabilityVSAvoidtunable chemical functionalities
Core Design Contradiction:
Stability of the object's compositionVSAdaptability or versatility

Solution Approach 1:

The polymer structure is segmented into two functional parts: a poly(phenylene) backbone that provides chemical stability and strength, and pendant reactive handles that provide tunable chemical functionalities. This segmentation allows each part to independently fulfill its specific function without compromising the other.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

Different parts of the polymer molecule are given different properties: the backbone is designed for structural integrity and stability, while the pendant groups are designed for chemical reactivity and functionality. This local differentiation enables the polymer to simultaneously achieve stability and tunability.

Inventive Principle:
Principle #3Local quality

2Adaptability or versatility

If additional functional groups are added to enhance performance, then chemical functionalities are improved, but backbone durability may be compromised

Engineering Contradiction:
Improvechemical functionalitiesVSAvoidbackbone durability
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The polymer structure separates the backbone (for durability) from the functional groups (for performance) into distinct segments. The poly(phenylene) backbone maintains its integrity while pendant reactive handles provide the desired chemical functionalities, preventing compromise of backbone durability.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The pendant reactive handles act as intermediaries that connect the stable backbone to the desired functional groups. These handles provide a controlled interface for functionalization while protecting the backbone from direct chemical modification that could compromise its durability.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Adaptability or versatility

If reactive handles are incorporated into the polymer structure, then synthetic versatility is improved, but structural complexity increases

Engineering Contradiction:
Improvesynthetic versatilityVSAvoidstructural complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The pendant reactive handles are designed with universal reactivity that can engage in multiple types of chemical reactions (nucleophilic substitution, electrophilic aromatic substitution, click chemistry). This multi-functionality provides synthetic versatility without requiring multiple different handle structures, thus limiting the increase in structural complexity.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Data Source

PatentUS10442887B2Functionalization of diels-alder polyphenylene polymers
Publication Date: 2019.10.15 NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA LLC
  • US10442887B2 patent drawing
  • US10442887B2 patent drawing
  • US10442887B2 patent drawing

AI summary

The present invention relates to functionalized polymers including a poly(phenylene) structure. The structure can include any useful modifications, such as the inclusion of one or more reactive handles having an aryl group. Methods and uses of such structures and polymers are also described herein.