Polymerizable Gemini Surfactants for Stable Lyotropic Liquid Crystal Membranes

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Solution Overview

Problem

Current lyotropic liquid crystal assemblies are mechanically inferior due to weak non-covalent forces and have limited utility in membrane filtration and ion conduction due to concentration-dependent phase behavior, necessitating the development of polymerizable molecules that can form robust, triply periodic multiply continuous phases.

Innovation Solution

The development of polymerizable anionic Gemini surfactants with specific structural features, including carboxylate moieties and hydrophobic tail groups linked by a covalently bound divalent linker, which can form triply periodic multiply continuous lyotropic liquid crystals that can be chemically fixed through crosslinking, maintaining their structural integrity over broad concentration and temperature ranges.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If conventional lyotropic liquid crystal assemblies are used, then they can form soft materials with distinct hydrophilic and hydrophobic nanoscale domains, but they are mechanically inferior due to weak non-covalent forces

Engineering Contradiction:
Improvemechanical stabilityVSAvoidstructural integrity
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The patent combines surfactant molecules with polymerizable functional groups to create hybrid materials that form lyotropic liquid crystals. These composite structures integrate the self-assembly properties of surfactants with the mechanical strength of polymer networks, resolving the contradiction between soft material formation and mechanical stability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent incorporates polymerizable groups into the surfactant structure before assembly. This preliminary action enables subsequent crosslinking that locks in the lyotropic liquid crystal structure, providing mechanical stability while preserving the nanoscale domain organization needed for functionality.

Inventive Principle:
Principle #10Preliminary action

2Adaptability or versatility

If conventional lyotropic liquid crystal assemblies are used, then they can form ordered phases such as lamellae, hexagonally packed cylinders, and cubic morphologies, but their concentration dependent phase behavior limits their potential utility in solution-phase molecular sieving

Engineering Contradiction:
Improvephase behavior flexibilityVSAvoidutility in membrane filtration
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent pre-installs polymerizable functional groups onto the surfactant molecules before assembly into lyotropic liquid crystals. This preliminary modification enables subsequent crosslinking that fixes the phase structure, allowing the material to maintain its morphology across broad concentration ranges and become suitable for reliable membrane filtration applications.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent changes the chemical parameters of the surfactant by adding polymerizable groups, which fundamentally alters the phase behavior from concentration-dependent to structurally-fixed. This parameter change enables the material to maintain stable morphologies for membrane applications while retaining adaptability in design.

Inventive Principle:
Principle #35Parameter changes

3Strength

If polymerizable functionalities are installed in the surfactant structure to covalently fix LLC assembly, then a robust polymeric network with retention of triply periodic structure is achieved, but the device complexity increases

Engineering Contradiction:
Improvemechanical robustnessVSAvoidmolecular structure complexity
Core Design Contradiction:
StrengthVSDevice complexity

Solution Approach 1:

The patent segments the surfactant molecule into distinct functional regions: the hydrophilic headgroup, the hydrophobic tail, and the polymerizable functional group. This segmentation allows each component to perform its specific function while simplifying the overall design and understanding of the complex molecular structure.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses universal polymerizable functional groups (such as vinyl, epoxy, or isocyanate groups) that can be incorporated into various surfactant structures and crosslinked through common mechanisms. This multi-functionality approach reduces complexity by using standardized reactive groups rather than custom-designed crosslinking chemistries for each application.

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

These polymerizable Gemini surfactants form robust, mechanically stable lyotropic liquid crystals with triply periodic structures, enabling enhanced applications in membrane separations and selective ion transport by maintaining structural integrity and phase stability across varying conditions.

Implementation Method 1

By installing polymerizable functionalities in the surfactant structure, a LLC assembly may be covalently fixed in place by thermal or photo-polymerization to yield a robust polymeric network with retention of the triply periodic structure.

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Implementation Method 2

LLCs form by the concentration-dependent supramolecular self-organization of amphiphilic molecules in water into soft materials having distinct hydrophilic and hydrophobic nanoscale domains

Methodology Applied
Scientific EffectSelf-assembly: Self-Assembly

Implementation Method 3

amphiphilic molecules in water into soft materials having distinct hydrophilic and hydrophobic nanoscale domains

Methodology Applied
Scientific EffectHydrophobic effect: Hydrophobe

Data Source

PatentUS9440905B2Polymerizable gemini dicarboxlate surfactants and lyotropic liquid crystals and membranes made therefrom
Publication Date: 2016.09.13 WISCONSIN ALUMNI RES FOUND
  • US9440905B2 patent drawing
  • US9440905B2 patent drawing
  • US9440905B2 patent drawing

AI summary

The disclosure provides anionic Gemini surfactants comprising at least two carbonyl moieties and at least two aliphatic moieties. In some aspects, at least two of the aliphatic moieties comprise at least seven carbon atoms and at least one pair of conjugated carbon-to-carbon double bonds. The anionic Gemini surfactants are polymerizable and may be used to prepare triply periodic multiply continuous lyotropic phase and polymers thereof that substantially retain triply periodic multiply continuous lyotropic phase structure.