Methacrylate Composition with UV Absorption for Stable Storage

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Solution Overview

Problem

Methacrylic acid is prone to polymerization during storage, leading to quality deterioration despite the use of polymerization inhibitors.

Innovation Solution

A methacrylate-containing composition comprising methacrylic acid and specific compounds represented by Formulas (11), (21), (31), (41), (51), and (61) that absorb ultraviolet light to suppress radical generation, combined with a polymerization inhibitor to prevent decomposition.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a polymerization inhibitor is added to methacrylic acid to prevent polymerization, then the polymerization is suppressed, but the quality of methacrylic acid deteriorates during storage due to inhibitor decomposition

Engineering Contradiction:
Improvepolymerization suppressionVSAvoidquality stability during storage
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent introduces a specific compound (2,6-di-tert-butyl-4-methylphenol, also known as BHT) as an intermediary substance that mediates between the methacrylic acid and the polymerization inhibitor. This compound absorbs ultraviolet light to prevent radical generation, thereby protecting the polymerization inhibitor from decomposition while maintaining polymerization suppression. The intermediary substance extends the effective storage period by preventing the harmful interaction between light and the inhibitor-methacrylic acid system.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent converts the harmful effect of ultraviolet light (which causes radical generation and inhibitor decomposition) into a beneficial effect by using the light-absorbing properties of the added compound. The compound that would normally be considered a contaminant or unnecessary additive becomes a protective agent that absorbs UV light and prevents the decomposition pathway, effectively turning the light exposure problem into a controlled protective mechanism.

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

2Stability of the object's composition

If purification such as distillation and crystallization is performed to remove unreacted raw materials and by-products, then the quality of methacrylic acid is improved, but the production process becomes more complex and time-consuming

Engineering Contradiction:
Improvequality of methacrylic acidVSAvoidpurification process complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent applies preliminary action by adding the polymerization inhibitor and the UV-absorbing compound (2,6-di-tert-butyl-4-methylphenol) to the methacrylic acid immediately after production, before purification steps are completed or even before storage begins. This preliminary protection ensures that polymerization is suppressed and quality is maintained throughout the entire storage period, reducing or eliminating the need for complex post-purification treatments to remove polymerization by-products.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent changes the chemical composition parameters of the methacrylic acid by introducing specific compounds with known UV-absorbing properties. This parameter change (adding 0.01-5% by mass of 2,6-di-tert-butyl-4-methylphenol) fundamentally alters the storage stability characteristics without requiring changes to the purification equipment or process complexity, achieving high quality through compositional modification rather than process intensification.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If the concentration of methacrylic acid is increased to 98.00% or more to reduce impurities, then the quality is improved, but the tendency to polymerize increases

Engineering Contradiction:
Improvepurity of methacrylic acidVSAvoidpolymerization resistance
Core Design Contradiction:
Stability of the object's compositionVSReliability

Solution Approach 1:

The patent uses 2,6-di-tert-butyl-4-methylphenol as an intermediary that protects the high-purity methacrylic acid from polymerization. This compound absorbs UV light and prevents radical formation, acting as a protective mediator between the pure methacrylic acid (which is prone to polymerization) and environmental factors (light) that initiate polymerization. This allows the system to maintain both high purity and polymerization resistance simultaneously.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent creates a composite system consisting of high-concentration methacrylic acid (98.00% or more) combined with specific protective compounds (polymerization inhibitor and UV-absorbing 2,6-di-tert-butyl-4-methylphenol). This composite material approach allows the system to exhibit both high purity characteristics and enhanced polymerization resistance, combining the benefits of concentrated methacrylic acid with the protective functions of the added compounds.

Inventive Principle:
Principle #40Composite materials

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 maintains high quality stability by reducing radical generation and inhibitor decomposition, ensuring effective storage of methacrylic acid.

Implementation Method 1

specific compounds represented by Formulas (11), (21), (31), (41), (51), and (61) that absorb ultraviolet light to suppress radical generation

Methodology Applied
Scientific EffectUltraviolet light absorption: Absorption (EM radiation)

Implementation Method 2

a polymerization inhibitor to prevent decomposition

Methodology Applied
Scientific EffectPolymerization inhibition:

Data Source

PatentUS20250250370A1Methacrylate-containing composition, method for producing methacrylic ester, polymerizable composition, and method for producing methacrylic acid polymer
Publication Date: 2025.08.07 MITSUBISHI CHEM CORP
  • US20250250370A1 patent drawing
  • US20250250370A1 patent drawing
  • US20250250370A1 patent drawing

AI summary

The present disclosure relates to a methacrylate-containing composition comprising methacrylic acid, a compound (component A1) represented by Formula (11), and a polymerization inhibitor (component B), in which the concentration of the methacrylic acid is 98.00% to 99.99% by mass.R1a, R2a, R3a, R4a, R5a, and R6a: a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a hydroxy group, an alkoxy group, an amino group, a monovalent group including a carbonyl group, an alkylthio group, or an arylthio group.Two or more of R1a, R2a, R3a, R4a, and R5a: groups other than a hydrogen atom.R7a: a hydrogen atom, an alkenyl group, an aryl group, a hydroxy group, an alkoxy group, an amino group, a monovalent group including a carbonyl group, an alkylthio group, or an arylthio group.