Nitroxide Hydroxylamine and Phenylene Diamine Polymerization Inhibitors

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Solution Overview

Problem

Conventional polymerization inhibitors fail to adequately prevent premature polymerization of ethylenically unsaturated monomers during manufacturing, leading to fouling and operational issues, and pose logistic, economic, and safety concerns.

Innovation Solution

A composition comprising a blend of hydroxylamine of a nitroxide and phenylenediamine is used to inhibit polymerization, effectively scavenging free radicals and providing enhanced inhibition compared to conventional inhibitors through synergistic action.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional polymerization inhibitors are used, then polymerization inhibition is provided, but adequate protection from polymerization-induced fouling is not achieved

Engineering Contradiction:
Improvepolymerization inhibition effectivenessVSAvoidpolymerization-induced fouling
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent combines two different inhibitor classes (nitroxide stable free radicals and phenolic antioxidants) into a composite inhibitor system. The nitroxide component (e.g., HTMPO) scavenges carbon-centered radicals through coupling reactions, while the phenolic component (e.g., BHT) donates hydrogen to quench oxygen-centered radicals. This composite approach provides comprehensive protection against both types of radicals that cause polymerization-induced fouling, achieving superior results compared to single-inhibitor systems.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional inhibitors are used, then some polymerization prevention is achieved, but logistic, economic, and safety concerns arise

Engineering Contradiction:
Improvepolymerization preventionVSAvoidlogistic and economic feasibility
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent optimizes the concentration ratio of the two inhibitor components to achieve effective polymerization prevention at lower overall dosages. By adjusting the parameters of inhibitor concentration and composition ratio, the system achieves superior protection while reducing the total amount of chemical additives required, thereby improving logistic handling, economic efficiency, and safety profiles compared to conventional high-dosage single inhibitor systems.

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

The blend significantly reduces polymerization, improving safety, handling, environmental impact, and treatment costs by effectively inhibiting both carbon-centered and oxygen-centered radicals, offering improved protection against polymerization-induced fouling.

Implementation Method 1

Antipolymerants are generally stable free radicals that are highly efficient in capturing or scavenging carbon-centered radicals through coupling reactions

Methodology Applied
Scientific EffectRadical scavenging:

Implementation Method 2

Most antioxidants are considered to be retarders and they are often efficient hydrogen donors. Thus, they are effective in quenching oxygen-centered radicals through donating hydrogen to the oxygen-centered radicals

Methodology Applied
Scientific EffectHydrogen donation:

Data Source

PatentUS10696618B2Nitroxide hydroxylamine and phenylenediamine combinations as polymerization inhibitors for ethylenically unsaturated monomer processes
Publication Date: 2020.06.30 ECOLAB USA INC
  • US10696618B2 patent drawing
  • US10696618B2 patent drawing
  • US10696618B2 patent drawing

AI summary

Polymerization inhibitor compositions are provided. The polymerization inhibitor compositions may include at least one hydroxylamine of a nitroxide and at least one phenylenediamine. Methods of inhibiting the unwanted polymerization of monomers are also provided. The methods include adding the presently disclosed polymerization inhibitor compositions to a fluid containing the monomers. The monomers may be ethylenically unsaturated monomers, such as acrylic acid, methacrylic acid, acrylonitrile, methacrylonitrile, acrolein, methacrolein, acrylate, methacrylate, acrylamide, methacrylamide, vinyl acetate, butadiene, ethylene, propylene, and styrene.