Blocked Carboxylic Acid Accelerators for Anaerobic Adhesives

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Solution Overview

Problem

Conventional anaerobic adhesive compositions using maleic acid face solubility limitations and regulatory challenges, necessitating a safer and more soluble alternative to accelerate cure and enhance adhesion without environmental and health concerns.

Innovation Solution

Development of labile carboxylic acid compounds with acetal linkages that cleave to release underlying carboxylic acid during anaerobic cure, serving as accelerators and chelators, replacing maleic acid in anaerobic curable compositions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If maleic acid is used as an accelerator in anaerobic adhesive compositions, then cure acceleration is achieved, but solubility limitations and regulatory issues arise

Engineering Contradiction:
Improvecure accelerationVSAvoidsolubility
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The maleic acid molecule is segmented into two parts: a water-soluble carboxylic acid fragment and a hydrophobic blocking group (such as t-butyl or sultone). This segmentation allows the compound to maintain the acid's catalytic function while improving solubility in the adhesive matrix through the hydrophobic blocking group.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

A blocking group acts as an intermediary that temporarily masks the carboxylic acid functionality. This blocking group prevents premature reaction while allowing the compound to be handled and stored safely, and enables controlled release of the active acid under anaerobic curing conditions.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If maleic acid is used as an accelerator, then cure speed is enhanced, but health and safety concerns increase

Engineering Contradiction:
Improvecure speedVSAvoidhealth and safety profile
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The potentially harmful properties of maleic acid (corrosiveness, reactivity, regulatory restrictions) are converted into benefits by blocking the acid functionality. The blocking group transforms a harmful substance into a safe, stable compound that can be handled without special precautions, while still delivering the desired cure acceleration when activated.

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

Solution Approach 2:

The chemical parameters of the accelerator are changed by modifying the carboxylic acid structure with blocking groups. This changes the compound's physical and chemical properties (solubility, stability, reactivity) while preserving its essential catalytic function under curing conditions.

Inventive Principle:
Principle #35Parameter changes

3Strength

If maleic acid is used to accelerate cure, then adhesive strength is enhanced, but handling and storage requirements become more complex

Engineering Contradiction:
Improveadhesive strengthVSAvoidhandling and storage
Core Design Contradiction:
StrengthVSEase of operation

Solution Approach 1:

The harmful and operationally problematic aspects of maleic acid are extracted and separated from its useful catalytic function. The blocking group carries the handling and storage challenges, while the protected acid functionality delivers the adhesive strength enhancement without the operational complexities.

Inventive Principle:
Principle #2Taking out (Extraction)

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 labile carboxylic acid compounds effectively accelerate anaerobic curing while addressing solubility and regulatory issues, providing enhanced adhesive properties and safety by releasing the carboxylic acid under curing conditions without premature reaction or environmental harm.

Implementation Method 1

The blocked carboxylic acid compounds are labile carboxylic acid compounds having acetal linkages, which cleave to release the underlying carboxylic acid during anaerobic cure.

Methodology Applied
Scientific EffectAcetal cleavage: Chemical Bonding

Implementation Method 2

Anaerobic curable compositions, such as adhesives and sealants, containing blocked carboxylic acid compounds

Methodology Applied
Scientific EffectAnaerobic cure: Chemical Bonding

Data Source

PatentEP3137565B1Anaerobic curable compositions containing blocked carboxylic acid compounds
Publication Date: 2022.09.14 HENKEL KGAA
  • EP3137565B1 patent drawing
  • EP3137565B1 patent drawing
  • EP3137565B1 patent drawing

AI summary

Anaerobic curable compositions, such as adhesives and sealants, containing blocked carboxylic acid compounds are provided. The blocked carboxylic acid compounds are labile carboxylic acid compounds having acetal linkages, which cleave to release the underlying carboxylic acid during anaerobic cure.