Itaconate Monomer Two-Component Adhesive Reduces Odor

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Solution Overview

Problem

Current acrylic adhesive compositions have high odor due to monomers with high vapor pressure, such as acrylates and methacrylates, and fail to achieve good adhesive and mechanical properties.

Innovation Solution

A two-component adhesive composition comprising a polyurethane with (meth)acrylate end functions, a reducing agent, an itaconate monomer, and an oxidizing agent, along with a core-shell impact modifier, which reduces odor and enhances mechanical properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-generated harmful factors

If traditional acrylic monomers (acrylates and methacrylates) are used, then adhesive composition can be formulated, but high vapor pressure causes high odor and poor mechanical properties

Engineering Contradiction:
ImproveodorVSAvoidmechanical properties
Core Design Contradiction:
Object-generated harmful factorsVSStrength

Solution Approach 1:

The patent changes the chemical composition parameters by replacing traditional acrylic monomers with itaconate monomer (formula I) having specific structural characteristics. The itaconate monomer features a cyclic anhydride group and ester groups, which fundamentally alter the vapor pressure and odor characteristics while enabling crosslinking through both radical polymerization and condensation reactions, thus improving mechanical properties

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The adhesive composition creates a composite chemical system combining itaconate monomer with polyurethane oligomer, reducing agent, and oxidizing agent. This composite approach allows dual-crosslinking mechanisms (radical and condensation) to work synergistically, achieving both low odor and high mechanical strength that cannot be obtained with single-component systems

Inventive Principle:
Principle #40Composite materials

2Strength

If traditional acrylic monomers are used, then adhesive composition can be formulated, but mechanical properties and adhesion are insufficient

Engineering Contradiction:
Improvemechanical propertiesVSAvoidadhesive properties
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The itaconate monomer's unique chemical structure with cyclic anhydride and ester groups enables dual-crosslinking chemistry. The radical polymerization provides initial network formation while condensation reactions between carboxylic acid groups and hydroxyl groups create additional crosslinks, significantly enhancing both mechanical strength and adhesive reliability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The itaconate monomer acts as a chemical intermediary that bridges two different crosslinking mechanisms. It first undergoes radical polymerization to form a polymer backbone, then its carboxylic acid groups participate in condensation reactions with polyurethane hydroxyl groups, creating a hybrid crosslinked network that achieves superior mechanical and adhesive properties

Inventive Principle:
Principle #24Intermediary (Mediator)

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 composition achieves low odor and excellent adhesive properties with high tensile strength, suitable for structural or semi-structural bonding in various industries, while being less toxic compared to traditional acrylics.

Implementation Method 1

Radical polymerization is typically initiated by a redox system which, by means of an oxidation-reduction reaction, results in the production of radicals

Methodology Applied
Scientific EffectOxidation-reduction reaction: Redox Reactions

Implementation Method 2

Once the two components have been mixed, the reducing agent induces cleavage of the O—O bond of the organic peroxide for example, and initiates polymerization

Methodology Applied
Scientific EffectBond cleavage: Chemical Bonding

Data Source

PatentUS20240010891A1Adhesive two-component composition based on itaconate monomer
Publication Date: 2024.01.11 BOSTIK SA(FR)
  • US20240010891A1 patent drawing
  • US20240010891A1 patent drawing
  • US20240010891A1 patent drawing

AI summary

The present invention relates to a two-component adhesive composition comprising:a component A comprising:at least one polyurethane P comprising at least two (meth)acrylate end functions;at least one reducing agent; andat least one itaconate monomer of following formula (1):wherein each of R1 and R2 represents, independently of one another, organic radicals;at least one core-shell impact modifier;a component B comprising:at least one oxidizing agent; andoptionally at least one (meth)acrylate monomer M1.