TMP Recovery from Purification Residue via Acid-Oxidation

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Solution Overview

Problem

Current methods for recovering trimethylolpropane (TMP) from purification residue are inefficient, as they often result in low yields due to cyclization of formals and require complex processes involving hydrogenation catalysts and additional scavengers.

Innovation Solution

Treatment of TMP purification residue with an acid in the presence of an oxidizing agent, such as hydrogen peroxide, inhibits cyclization and oxidizes formaldehyde to formic acid, allowing for a simpler and cost-effective two-step process to convert TMP bis linear formal to TMP and potassium formate.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If acid treatment is used to recover TMP from purification residue, then TMP yield increases, but cyclic formals are formed as unwanted byproducts

Engineering Contradiction:
ImproveTMP yieldVSAvoidcyclic formal formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent converts the harmful effect of formaldehyde (which causes cyclic formal formation) into a beneficial outcome by oxidizing it to formic acid using hydrogen peroxide. This eliminates the harmful cyclization reaction while maintaining the beneficial hydrolysis of TMP-formals to release TMP.

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

Solution Approach 2:

The patent employs hydrogen peroxide as a strong oxidizing agent to rapidly oxidize formaldehyde to formic acid under acidic conditions. This accelerated oxidation prevents formaldehyde from participating in cyclization reactions, thereby solving the contradiction between high TMP yield and cyclic formal formation.

Inventive Principle:
Principle #38Strong oxidants (Accelerated oxidation)

2Productivity

If hydrogenation catalysts and scavengers are used to improve TMP recovery, then TMP yield increases, but process complexity increases

Engineering Contradiction:
ImproveTMP recovery efficiencyVSAvoidprocess steps
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent removes the need for hydrogenation catalysts and formaldehyde scavengers by directly oxidizing formaldehyde to formic acid. This extraction of unnecessary components simplifies the process while maintaining high TMP recovery efficiency.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the chemical parameter of the system by introducing an oxidizing environment (hydrogen peroxide) instead of using hydrogenation catalysts. This parameter change fundamentally alters the reaction pathway, eliminating the need for complex catalyst systems and multiple process steps.

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

This method significantly improves TMP yield and efficiency by reducing cyclic formal formation, achieving high recovery rates of TMP and allowing integration with existing TMP production processes.

Implementation Method 1

the oxidizing agent inhibits or prevents cyclization of formals. The formaldehyde liberated in the cleavage of the TMP-formals is oxidized to formic acid

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

acid treatment in water... acid in the presence of an oxidizing agent, such as hydrogen peroxide... converts TMP bis linear formal (MBLF) to TMP and potassium formate

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentEP2895451B1Recovery of trimethylolpropane from purification residue
Publication Date: 2016.09.14 OXEA BISHOP LLC
  • EP2895451B1 patent drawingFigure 1
  • EP2895451B1 patent drawingFigure 2
  • EP2895451B1 patent drawingFigure 3

AI summary

A method of reclaiming trimethylolpropane from purification residue includes hydrolyzing a purification residue with an aqueous medium in the presence of (i) an acid and (ii) an oxidizing agent. The method is particularly effective to reclaim trimethylolpropane from monolinear-bis-TMP-formal: monolinear bis-TMP-f ormal (MBLF or TMP-BMLF); Formula II: [C2H5C(CH2OH)2CH2O]2CH2 (II)