Stabilizing Acrylic Compounds with Metal-Ligand Complexes

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Solution Overview

Problem

Current polymerization inhibitors for (meth)acrylic acid and its esters are inadequate in completely suppressing spontaneous polymerization, leading to frequent facility cleanings and underutilization of production capacity.

Innovation Solution

The use of complexes of copper, manganese, and cerium with specific nitrogen-containing ligands, such as quinoline compounds and aliphatic y-dentate ligands, as polymerization inhibitors to stabilize (meth)acrylic acid and its esters in the liquid phase.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional polymerization inhibitors are used, then some polymerization suppression is achieved, but complete inhibition is not possible leading to frequent facility cleanings

Engineering Contradiction:
Improvepolymerization suppression effectivenessVSAvoidfacility usage capacity
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent changes the chemical parameters of the inhibitor system by introducing copper, manganese, or cerium salts in combination with specific ligands (hydroxamic acids, beta-diketones, amines, carboxylic acids). This parameter change creates a more effective inhibitor complex that completely suppresses polymerization, resolving the contradiction between reliability and productivity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses composite inhibitor systems combining metal salts (copper, manganese, cerium) with organic ligands to create synergistic inhibition effects. These composite materials provide superior polymerization suppression compared to single-component inhibitors, enabling complete facility utilization without frequent cleanings

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional inhibitors are used, then some stabilization is achieved, but complete satisfaction of inhibition requirements is not met

Engineering Contradiction:
Improvepolymerization inhibition effectivenessVSAvoidfacility cleaning frequency
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The patent modifies the inhibitor composition parameters by using specific metal salts (copper, manganese, cerium) with defined ligands at optimized concentrations. This parameter optimization achieves complete polymerization inhibition, eliminating the need for frequent facility cleanings and resolving the time loss issue

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

These complexes provide significantly stronger inhibition of polymerization, allowing for more effective stabilization and extended facility usage by reducing the need for frequent cleanings and optimizing production capacity.

Implementation Method 1

a process for stabilizing (meth)acrylic acid and (meth)acrylic acid esters in the liquid phase by adding a polymerization inhibitor containing Cu, Mn or Ce

Methodology Applied
Scientific EffectPolymerization inhibition:

Data Source

PatentEP2935198B1Method for stabilising polymerisable compounds
Publication Date: 2019.06.05 BASF SE
  • EP2935198B1 patent drawing
  • EP2935198B1 patent drawing
  • EP2935198B1 patent drawing

AI summary

The invention relates to a method for stabilising acrylic compounds, wherein a liquid phase, which contains at least one acrylic compound from the group acrylic acid, methacrylic acid and their respective esters, is mixed with at least one metal from the group copper, manganese and cerium and at least one ligand from the group consisting of a) quinoline compounds of formula (I), wherein the symbols have the following meanings: X is OH, NH2, O-C1-C4-alkyl, preferably OCH3, O-C(O)-C1-C4-alkyl, preferably O-C(O)-CH3, O-C(O)-C2H5 or O-C(O)-phenyl; R1 is H, or (C1-C4)-alkyl, preferably methyl; R2 is H, C1-C4-alkyl, preferably methyl, Cl, Br or SO3H and R3 is H, Cl or Br; and N-oxides of compounds of formula (I), b) 2,2'-bis(2,3-dihydro-3-oxoindolylides) and c) aliphatic y-dentate ligands where y = 2-6, containing at least two nitrogen atoms and y-2 further coordinating aliphatic or aromatic C1-C4 carbon bridges containing nitrogen atoms or heteroatoms.