Carbon Nanostructure Functionalization for Solubility

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current methods for processing carbon-based nanostructures, such as carbon nanotubes, face challenges with low solubility and difficulty in dispersing them in solvents, limiting the incorporation of functional groups and resulting in low processability and solubility.

Innovation Solution

The development of compositions comprising carbon-based nanostructures with high concentrations of charged moieties covalently attached to their outer surfaces, allowing for enhanced solubility and processability, including methods for functionalizing carbon nanotubes with sulfonate groups and 1,3-dipolar cycloaddition reactions to achieve high-density functionalization.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If carbon-based nanostructures are processed using conventional methods, then they can be obtained through high temperature synthesis, but they exhibit low solubility and difficulty in dispersing in solvents

Engineering Contradiction:
ImprovesolubilityVSAvoidprocessability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the chemical parameters of the carbon-based nanostructures by introducing charged functional groups (sulfonate, carboxylate, phosphate) through chemical reactions. This transforms the surface chemistry from hydrophobic to hydrophilic, dramatically improving solubility in aqueous and polar solvents while maintaining structural integrity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite structures by combining the carbon-based nanostructure core with charged functional group shells. This composite approach allows the hydrophobic core to maintain its structural properties while the charged shell provides solubility and dispersibility, resolving the contradiction between structural stability and processability

Inventive Principle:
Principle #40Composite materials

2Reliability

If surfactants or dispersing agents are used to process carbon-based structures, then solubility improves, but covalent functionalization is limited and high density functionalization cannot be achieved

Engineering Contradiction:
ImprovesolubilityVSAvoidfunctionalization capability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent extracts and eliminates the need for traditional surfactants and dispersing agents by directly incorporating charged functional groups onto the carbon nanostructure surface through covalent bonding. This removes the limitation of non-covalent interactions and enables versatile covalent functionalization while maintaining solubility

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent uses charged functional groups as intermediaries that serve dual purposes: they provide solubility enhancement (replacing surfactants) and serve as attachment points for further covalent functionalization. This intermediary approach resolves the contradiction by making the solubility-enhancing groups themselves the basis for versatile functionalization

Inventive Principle:
Principle #24Intermediary (Mediator)

3Stability of the object's composition

If few functionalization methods are used on carbon nanotubes, then the carbon nanotube structure is maintained, but the incorporation of a wide range of functional groups and high density functionalization is not achieved

Engineering Contradiction:
Improvestructural integrityVSAvoidfunctional group diversity
Core Design Contradiction:
Stability of the object's compositionVSAdaptability or versatility

Solution Approach 1:

The patent performs preliminary functionalization by first introducing charged groups (sulfonate, carboxylate, or phosphate) onto the carbon nanostructure surface. These pre-installed charged groups serve as anchor points that enable subsequent diverse covalent functionalizations, allowing a wide range of functional groups to be incorporated while maintaining structural integrity through the stable carbon backbone

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The charged functional groups serve multiple functions simultaneously: they maintain structural stability through covalent bonding to the carbon framework, provide solubility enhancement, and act as universal attachment points for diverse subsequent functionalizations. This multi-functionality resolves the contradiction between structural stability and functional diversity

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

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 enables the creation of carbon-based nanostructures with improved solubility and processability, facilitating their use in various applications like catalytic systems and layer-by-layer assemblies, and enhances their functional properties.

Implementation Method 1

compositions comprising a plurality of carbon-based nanostructures comprising a plurality of charged moieties

Methodology Applied
Scientific EffectElectrostatic interactions: Electrostatics

Implementation Method 2

reacting the first functionalized carbon-based nanostructure with a plurality of 1,3-dipolar compounds, such that at least one, individual functional group undergoes a 1,3-dipolar cycloaddition reaction

Methodology Applied
Scientific Effect1,3-dipolar cycloaddition reaction: Chemical Bonding

Data Source

PatentUS9114377B2High charge density structures, including carbon-based nanostructures and applications thereof
Publication Date: 2015.08.25 MASSACHUSETTS INST OF TECH
  • US9114377B2 patent drawing
  • US9114377B2 patent drawing
  • US9114377B2 patent drawing

AI summary

The present invention generally provides compositions including carbon-based nanostructures, catalyst materials and systems, and related methods. In some cases, the present invention relates to carbon-based nanostructures comprising a high density of charged moieties. Methods of the invention may provide the ability to introduce a wide range of charged moieties to carbon-based nanostructures. The present invention may provide a facile and modular approach to synthesizing molecules that may be useful in various applications including sensors, catalysts, and electrodes.