Catechol-Modified Adhesive for Wet Substrate Bonding

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Solution Overview

Problem

Traditional adhesives fail to provide strong adhesion on wet surfaces, such as those found in construction and building applications, due to interactions with water rather than forming bonds with the substrate, limiting their use in damp or underwater conditions.

Innovation Solution

A catechol-containing polymeric additive is developed by reacting polyvinylpyrrolidone with 3',4'-dihydroxy-2-chloroacetophenone, which is then combined with polysiloxane-based or polyurethane-based adhesives, enhancing their bonding performance on wet substrates by forming covalent, hydrogen, and electrostatic bonds.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If traditional adhesives are applied to wet substrates, then the adhesive can be applied easily, but the adhesion strength is very weak or results in de-bonding

Engineering Contradiction:
Improveease of applicationVSAvoidadhesion strength
Core Design Contradiction:
Ease of operationVSStrength

Solution Approach 1:

The patent creates a composite adhesive system combining a polymer adhesive with catechol-containing compounds (such as DOPA or synthetic catechol derivatives). This composite formulation allows the adhesive to maintain ease of application while achieving strong adhesion to wet substrates through the catechol groups' ability to form covalent bonds with metal oxides and other substrates even in the presence of water

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the chemical composition parameters of the adhesive by incorporating catechol-containing compounds at specific concentrations (typically 0.1-10 wt%). This parameter change enables the adhesive to transition from being water-sensitive to water-tolerant, allowing application on wet substrates while maintaining or improving adhesion strength

Inventive Principle:
Principle #35Parameter changes

2Strength

If catechol-containing compounds are added to polymer adhesive systems, then adhesion to wet substrates is improved, but the complexity of the adhesive formulation increases

Engineering Contradiction:
Improveadhesion to wet substratesVSAvoidformulation complexity
Core Design Contradiction:
StrengthVSDevice complexity

Solution Approach 1:

The patent employs small-molecule catechol-containing compounds (such as 3,4-dihydroxyphenylalanine or synthetic derivatives) that can be easily incorporated into existing adhesive formulations. These relatively simple additives provide the desired functionality without requiring complex polymeric structures, thus improving wet adhesion while minimizing formulation complexity

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The catechol-containing compounds act as intermediary agents between the polymer adhesive and the wet substrate. These intermediaries form covalent bonds with both the adhesive matrix and the substrate surface (particularly metal oxides), facilitating strong adhesion without requiring the entire adhesive formulation to be complex

Inventive Principle:
Principle #24Intermediary (Mediator)

3Adaptability or versatility

If functional groups of the adhesive interact with water, then the adhesive can be applied to wet surfaces, but bonding with the substrate is prevented

Engineering Contradiction:
Improveapplicability to wet surfacesVSAvoidbonding reliability
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent exploits the presence of water in a beneficial way by using catechol-containing compounds that can form covalent bonds with metal oxide substrates even in the presence of water. The catechol groups undergo oxidative coupling reactions with metal oxides that are actually facilitated by water, converting the harmful effect of moisture into a beneficial bonding mechanism

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent changes the chemical reactivity parameters of the adhesive by incorporating catechol groups that have high affinity for metal oxides and can form stable covalent bonds. This parameter change allows the adhesive to maintain bonding reliability on wet surfaces by creating bonds that are stronger than the adhesive-substrate interface, preventing water from interfering with the bonding process

Inventive Principle:
Principle #35Parameter changes

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 catechol-containing polymeric additive significantly improves the tensile and shear adhesive strength of sealants and adhesives on both dry and wet surfaces, enabling their use in construction and building applications by effectively repelling water and forming strong bonds.

Implementation Method 1

the catechol groups may be responsible for the special adhesive ability of mussels... forming covalent, hydrogen, and electrostatic bonds

Methodology Applied
Scientific EffectCovalent bonding: Chemical Bonding

Implementation Method 2

forming covalent, hydrogen, and electrostatic bonds

Methodology Applied
Scientific EffectHydrogen bonding: Chemical Bonding

Implementation Method 3

effectively repelling water and forming strong bonds

Methodology Applied
Scientific EffectHydrophobic effect: Hydrophobe

Implementation Method 4

forming covalent, hydrogen, and electrostatic bonds

Methodology Applied
Scientific EffectElectrostatic bonding: Electrostatics

Data Source

PatentUS11753567B2Adhesive material with improved bonding performance to a wet substrate and methods for preparing the same
Publication Date: 2023.09.12 HONG KONG APPLIED SCI & TECH RES INST
  • US11753567B2 patent drawing
  • US11753567B2 patent drawing
  • US11753567B2 patent drawing

AI summary

The present invention provides an adhesive material with improved bonding performance to a wet substrate, the adhesive material includes a first component selected from a polysiloxane-based adhesive, or a polyurethane-based adhesive; and a second component of a catechol-containing polymeric additive which includes a reaction product of polyvinylpyrrolidone with 3′,4′-dihydroxy-2-chloroacetophenone, and the weight ratio of polyvinylpyrrolidone to 3′,4′-dihydroxy-2-chloroacetophenone ranging from 10:1 to 1:1. The adhesive material being a mixture of at least the first component and the second component, where the second component is approximately 1 wt. % to 10 wt. % of the first component.