Bifunctional Fluorinated DOPA Antifouling Coatings

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Solution Overview

Problem

Conventional antifouling materials are often toxic, unstable, inefficient, expensive, and require complex manufacturing processes, and they fail to effectively prevent biofouling in authentic environments without harming the surrounding environment.

Innovation Solution

Development of novel antifouling materials that spontaneously self-assemble on surfaces, forming an ordered film with high-density antifouling moieties, utilizing bifunctional compounds with fluorine and 3,4-dihydroxy-L-phenylalanin (DOPA) groups to prevent the adsorption of organic and bio-organic materials, proteins, and cells, while being environmentally friendly.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional antifouling materials (paints, metal nanoparticles) are used to prevent organism attachment, then antifouling effectiveness is improved, but environmental toxicity increases

Engineering Contradiction:
Improveantifouling effectivenessVSAvoidenvironmental toxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention changes the chemical composition parameters of antifouling materials by using fluorinated compounds with specific molecular structures (containing fluorine atoms bonded to carbon chains) that provide antifouling properties through physical and chemical mechanisms rather than toxic effects. This parameter change allows maintaining antifouling effectiveness while eliminating environmental toxicity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs composite molecular structures combining fluorinated chains with specific functional groups that can anchor to surfaces. This composite approach creates materials that simultaneously achieve strong surface attachment, high antifouling effectiveness, and environmental compatibility without relying on toxic substances.

Inventive Principle:
Principle #40Composite materials

2Reliability

If PEG chains are physically adsorbed or covalently attached to surfaces to prevent protein adsorption, then antifouling properties are improved, but manufacturing complexity and cost increase

Engineering Contradiction:
Improveprotein resistanceVSAvoidmanufacturing process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The fluorinated compounds in the invention possess self-assembling properties that enable them to automatically organize into ordered structures on surfaces without requiring complex manufacturing processes. The molecules self-organize through their amphiphilic nature, with fluorinated chains extending outward to provide antifouling protection, eliminating the need for sophisticated attachment methodologies.

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The invention simplifies the manufacturing approach by changing the chemical parameters of the antifouling agents to compounds that can be applied through simple coating methods. The fluorinated compounds form stable monolayers through spontaneous self-assembly, transforming a complex multi-step process into a single-step coating operation.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If high density of antifouling moieties is achieved through PEG coatings, then protein adsorption is reduced, but the coating stability decreases due to autoxidation

Engineering Contradiction:
Improveprotein resistanceVSAvoidcoating stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The invention changes the chemical composition from PEG (polyethylene glycol) to fluorinated compounds. The fluorinated carbon chains are inherently resistant to autoxidation due to the strong carbon-fluorine bonds, which have higher bond energy and lower reactivity compared to the carbon-hydrogen and carbon-oxygen bonds in PEG. This parameter change simultaneously maintains high-density antifouling moieties and dramatically improves coating stability.

Inventive Principle:
Principle #35Parameter changes

4Reliability

If UV or ultrasonication treatments are applied to substrates for antifouling, then protein adsorption is prevented, but manufacturing cost and energy consumption increase

Engineering Contradiction:
Improveantifouling effectivenessVSAvoidenergy consumption
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The invention replaces physical energy-based methods (UV irradiation and ultrasonication) with a chemical approach using fluorinated compounds. Instead of using high-energy physical fields to achieve antifouling, the invention employs chemically active fluorinated molecules that spontaneously form protective layers, substituting mechanical/energy-intensive processes with a passive chemical self-assembly process that consumes minimal energy.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

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 materials effectively prevent biofouling by forming a dense layer of antifouling moieties on surfaces, reducing protein adsorption and bacterial adhesion, and maintaining effectiveness in harsh conditions such as high salt concentrations and aquatic environments without releasing toxic substances.

Implementation Method 1

The self assembly, which enables the formation of an ordered film or as active particulate materials, is made possible by the bifunctional nature of the materials

Methodology Applied
Scientific EffectSelf-assembly: Self-Assembly

Implementation Method 2

The attachment of marine organisms to ships and other marine devices is a major issue... Biofouling initiates with the adsorption of proteins and polysaccharides onto a substrate

Methodology Applied
Scientific EffectAdsorption: Adsorption

Implementation Method 3

the at least one antifouling moiety is selected amongst fluorine (—F) and a group comprising a fluorine atom

Methodology Applied
Scientific EffectHydrophobe: Hydrophobe

Data Source

PatentUS9862837B2Antifouling materials
Publication Date: 2018.01.09 YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD
  • US9862837B2 patent drawing
  • US9862837B2 patent drawing
  • US9862837B2 patent drawing

AI summary

The invention provided herein presents a novel family of antifouling agents based on hydroxylated and fluorinated compounds.