Mono-terminated PEG Functionalized Carbon Nanotubes for Aqueous Dispersion

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Solution Overview

Problem

Carbon nanotubes have an inert chemical structure, making it difficult to achieve stable suspensions in water, which is essential for various applications, and existing methods of functionalization often result in cross-linking issues due to bi-functional polymers, limiting their solubility and reproducibility.

Innovation Solution

The method involves functionalizing carbon nanotubes with mono-terminated, protected polyethylene glycol (PEG) oligomers, specifically through carboxylic acid groups, to form water-soluble carbon nanotubes (CNT-PEG) that inhibit cross-linking and enhance solubility, using intermediates like COCl and terminal groups such as tetrahydrofurfuryl, leading to high CNT content and stable dispersions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If covalent functionalization is used to prepare CNT materials, then controlled compositions and reproducible properties are obtained, but stable suspensions in water are difficult to achieve due to inert chemical structure

Engineering Contradiction:
Improvecontrolled compositionsVSAvoidstable suspensions
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent changes the chemical parameters of CNT surfaces by introducing carboxylic acid groups through oxidation, then further functionalizing with PEG chains. This transforms the inert sp2-bonded carbon surface into a water-compatible functionalized surface, enabling stable aqueous suspensions while maintaining controlled composition through systematic chemical modification

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite structures by combining CNT cores with PEG functional groups through covalent bonding. The resulting CNT-PEG composite material combines the structural properties of CNTs with the water-solubility of PEG, achieving both controlled composition and stable aqueous suspensions

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If bi-functional polymers are used for functionalization, then CNT processing is improved, but cross-linking issues occur that limit solubility and reproducibility

Engineering Contradiction:
ImproveCNT processingVSAvoidreproducibility
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent extracts the problematic bi-functional polymer structure and replaces it with mono-functional PEG chains attached to CNT surfaces. By removing the second reactive group that causes cross-linking, the patent eliminates the source of reproducibility issues while maintaining improved CNT processing capabilities

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent uses carboxylic acid groups as intermediary functional groups on the CNT surface, which then react with PEG chains. This intermediary approach allows controlled functionalization without direct CNT-CNT cross-linking, improving both processing and reproducibility

Inventive Principle:
Principle #24Intermediary (Mediator)

3Reliability

If functionalization is increased to improve water solubility, then stable dispersions are achieved, but CNT content in the final product decreases

Engineering Contradiction:
Improvestable dispersionsVSAvoidCNT content
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent applies functionalization locally at the CNT surface level rather than bulk modification. By attaching PEG chains only to the surface carboxylic acid groups and controlling the degree of functionalization, the patent achieves stable dispersions while preserving high CNT content in the final product

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 approach results in water-soluble carbon nanotubes with increased solubility, forming stable dispersions at higher concentrations than previous methods, exceeding 9 g/L, and maintaining high CNT content, while preventing cross-linking, thus improving the processing and application of CNTs in composite materials and biomedicine.

Implementation Method 1

reacting the carboxylic acid functionalized carbon nanotubes (CNT-COOH) with a reactant to form an intermediate reaction product

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Implementation Method 2

reacting the intermediate product with a mono-terminated, protected-polyethylene glycol (PEG) oligomer to form a carbon nanotube functionalized with the mono-terminated, protected PEG oligomer

Methodology Applied
Scientific EffectCovalent Bonding: Chemical Bonding

Data Source

PatentUS8592612B1Water soluble carbon nanotubes
Publication Date: 2013.11.26 CARBON SOLUTIONS
  • US8592612B1 patent drawing
  • US8592612B1 patent drawing
  • US8592612B1 patent drawing

AI summary

Embodiments of the present disclosure present systems and methods for the synthesis of carbon nanotubes (CNTs) functionalized with mono-terminated, protected polyethylene glycol (PEG). As compared with bi-functional PEG, mono-terminated PEG the PEG-THFF oligomer has only one reaction site. The use of mono-terminated PEG may enhance the solubility of CNTs functionalized with mono-terminated PEG by inhibiting cross-linking between nanotubes and leads to a dramatic increase in aqueous solubility. In an example, single-walled carbon nanotubes functionalized with PEG having a tetrahydrofurfuryl (THFF) terminal group (SWNT-PEG-THFF) is found to disperse in water by ultrasonication and forms stable viscous dispersions at concentrations as high as about 9 g/L. This result exceeds the solubility of a previously reported SWNT-PEG graft copolymer, approximately 6 g/L, by more than 30%.