Nanohoop-Containing Polymer Backbones for Pi-Electron Delocalization

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Solution Overview

Problem

Current designs of pi-conjugated polymeric materials do not effectively utilize nanohoop radial conjugation, limiting the delocalization of pi-electrons and the migration of excitons or charge carriers, which is crucial for advanced electronic properties and applications.

Innovation Solution

Development of polymers with nanohoop-containing polymeric backbones, where the nanohoop is integrated into the polymeric structure through covalent bonds, enabling both radial and linear pi-conjugation pathways, and the use of transition metal catalysts, copper-containing reagents, and aromatic coupling partners to synthesize these polymers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If nanohoop is integrated into polymeric backbone through covalent bonds, then delocalization of pi-electrons and migration of excitons/charge carriers are enhanced, but device complexity and manufacturing difficulty increase

Engineering Contradiction:
Improveelectronic propertiesVSAvoidpolymer structure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent merges the nanohoop structure directly into the polymeric backbone through covalent bonding, creating an integrated system where the nanohoop is not a separate component but an intrinsic part of the polymer chain. This merging enables simultaneous radial and linear pi-conjugation pathways, enhancing electronic properties while maintaining structural coherence.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The invention creates a composite material system combining nanohoop structures with polymeric backbones. The nanohoop-containing monomers are polymerized to form hybrid materials that exhibit both the molecular selectivity of nanohoops and the sensitivity of pi-conjugated electronic polymers, achieving enhanced delocalization and charge carrier migration.

Inventive Principle:
Principle #40Composite materials

2Productivity

If transition metal catalysts and copper-containing reagents are used for synthesis, then polymerization efficiency is improved, but manufacturing cost and process complexity increase

Engineering Contradiction:
Improvepolymerization efficiencyVSAvoidsynthesis process
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent employs transition metal catalysts and copper-containing reagents as intermediaries to facilitate the polymerization reaction. These catalysts mediate the formation of covalent bonds between nanohoop-containing monomers, enabling efficient polymerization while allowing for controlled reaction conditions and product characterization.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 polymers exhibit unique modes of delocalization, enhancing electronic properties and potential applications in electronic devices and supramolecular sensing, blending the molecular selectivity of nanohoops with the sensitivity of pi-conjugated electronic polymers.

Implementation Method 1

exposing a polymerizable nanohoop monomer to a transition metal catalyst, a copper-containing reagent, a base, and an aromatic coupling partner functionalized with a halogen atom to provide a polymer

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

coupling a nanohoop intermediate with an aromatic monomer functionalized with an alkyne moiety to provide a non-aromatized nanohoop intermediate; and exposing the non-aromatized nanohoop intermediate to a reductive aromatization to provide a polymerizable nanohoop monomer

Methodology Applied
Scientific EffectReductive aromatization: Reduction

Data Source

PatentUS11505644B2Polymer embodiments comprising nanohoop-containing polymer backbones and methods of making and using the same
Publication Date: 2022.11.22 UNIVERSITY OF OREGON
  • US11505644B2 patent drawing
  • US11505644B2 patent drawing
  • US11505644B2 patent drawing

AI summary

Polymer embodiments comprising nanohoop-containing polymer backbones are described, along with methods of making and using the same. The polymer embodiments exhibit unique radial and linear conjugation and can be used in a variety of devices, such as electronic and/or optoelectronic devices.