Hydroxyalkyl Acrylate Storage Stability via Ester Control

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Solution Overview

Problem

Hydroxyalkyl acrylates are prone to generating alkylene glycol diacrylate impurities during storage, leading to undesirable cross-linking and gelation, and the ester formed from acrylic acid dimer and alkylene oxide has not been effectively inhibited, affecting preservation stability and polymer quality.

Innovation Solution

The method involves reducing the content of acrylic acid dimer in the raw material and adjusting the molar ratio of alkylene oxide to acrylic acid, ensuring the ester content is less than 0.10 mass % and alkylene glycol diacrylate is less than 1.0 mass %, thereby inhibiting the formation of these impurities and improving preservation stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of stationary object

If hydroxyalkyl acrylate is stored, then the compound remains available for use, but alkylene glycol diacrylate impurity increases causing cross-linking and gelation

Engineering Contradiction:
Improvestorage stabilityVSAvoidalkylene glycol diacrylate generation
Core Design Contradiction:
Duration of action of stationary objectVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary action by controlling the ester content in the raw material acrylic acid before the hydroxyalkyl acrylate production. By pre-adjusting the ester content to not more than 3.00 mass%, the patent prevents the subsequent formation of alkylene glycol diacrylate during storage, thereby resolving the contradiction between storage duration and harmful impurity generation.

Inventive Principle:
Principle #10Preliminary action

2Productivity

If acrylic acid dimer reacts with alkylene oxide, then ester is formed, but this ester causes alkylene glycol diacrylate generation during storage

Engineering Contradiction:
Improvehydroxyalkyl acrylate production efficiencyVSAvoidester impurity
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by strictly controlling the ester content parameter in the raw material acrylic acid. By setting the ester content to not more than 3.00 mass%, the patent changes the compositional parameter to prevent harmful side reactions during storage while maintaining high production efficiency of hydroxyalkyl acrylate.

Inventive Principle:
Principle #35Parameter changes

3Strength

If alkylene glycol diacrylate is formed, then cross-linking occurs improving resin performance, but gelation and turbidity occur during storage

Engineering Contradiction:
Improvecross-linking densityVSAvoidstorage homogeneity
Core Design Contradiction:
StrengthVSStability of the object's composition

Solution Approach 1:

The patent applies preliminary action by controlling the ester content in raw materials before production. This preliminary control prevents the formation of excessive alkylene glycol diacrylate during storage, thereby maintaining composition stability and preventing gelation while still allowing controlled cross-linking for resin performance.

Inventive Principle:
Principle #10Preliminary action

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 approach significantly reduces the generation of alkylene glycol diacrylate, enhancing the preservation stability and quality of hydroxyalkyl acrylate, preventing turbidity and gelation, and ensuring the production of high-quality acrylate resins.

Implementation Method 1

reacting acrylic acid with an alkylene oxide in the presence of a catalyst

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

reacting acrylic acid with an alkylene oxide in the presence of a catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS10023522B2Hydroxyalkyl acrylate and method for producing same
Publication Date: 2018.07.17 NIPPON SHOKUBAI CO LTD
  • US10023522B2 patent drawing
  • US10023522B2 patent drawing

AI summary

The hydroxyalkyl acrylate according to the present invention is characterized in that a content amount of an ester generated from acrylic acid dimer and an alkylene oxide is not more than 0.10 mass %. The method for producing a hydroxyalkyl acrylate according to the present invention is characterized in comprising the step of reacting acrylic acid with an alkylene oxide in the presence of a catalyst, wherein a content amount of acrylic acid dimer in the raw material acrylic acid is not more than 3.00 mass %.