Stabilizing Diesters of Dicarbonic Acid with Phosphorus Compounds

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Solution Overview

Problem

Diesters of dicarbonic acid exhibit low stability at room and elevated temperatures, leading to decomposition during purification and storage, which affects their quality and purity, and existing stabilization methods using metal sulphates, boron compounds, or carbonyl compounds have limitations such as poor miscibility, toxicity, or require high additive amounts.

Innovation Solution

The use of phosphorus compounds, particularly phosphorus oxides and phosphorus-oxygen acids, as stabilizers to prevent thermal and chemical breakdown of diesters of dicarbonic acid, which can be used in small amounts and are effective in both food and non-food applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If metal sulphates are added to stabilize diesters of dicarbonic acid, then thermal stability is improved, but miscibility deteriorates (sparingly to poorly miscible)

Engineering Contradiction:
Improvethermal stabilityVSAvoidmiscibility
Core Design Contradiction:
Stability of the object's compositionVSEase of operation

Solution Approach 1:

The patent changes the chemical parameter of the stabilizer from metal sulphates to phosphorus compounds (such as phosphoric acid, phosphorous acid, hypophosphorous acid, and their derivatives), which fundamentally alters the miscibility characteristics while maintaining or improving thermal stability. This parameter change resolves the contradiction by selecting a different chemical class with superior compatibility.

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If boron compounds are added to stabilize diesters of dicarbonic acid, then thermal stability is improved, but toxicity increases (making food usage impossible)

Engineering Contradiction:
Improvethermal stabilityVSAvoidtoxicity
Core Design Contradiction:
Stability of the object's compositionVSObject-affected harmful factors

Solution Approach 1:

The patent replaces toxic boron compounds with phosphorus compounds that are safe for food contact. This substitution uses a different chemical substance (phosphorus-based rather than boron-based) that achieves the same stabilization function without the harmful toxicity effects, enabling food applications.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Stability of the object's composition

If carbonyl compounds are added to stabilize diesters of dicarbonic acid in aprotic solvents, then storage stability is improved, but applicability to foods deteriorates (aprotic solvents not suitable for foods) and additive amount increases (relatively high percentages required)

Engineering Contradiction:
Improvestorage stabilityVSAvoidfood applicability
Core Design Contradiction:
Stability of the object's compositionVSAdaptability or versatility

Solution Approach 1:

The patent changes the solvent parameter from aprotic solvents to water or aqueous environments, and changes the additive parameter from carbonyl compounds to phosphorus compounds. This dual parameter change simultaneously improves food applicability (water-based systems are food-safe) and maintains storage stability through the phosphorus compound stabilization mechanism.

Inventive Principle:
Principle #35Parameter changes

4Manufacturing precision

If no stabilizer is added, then purity of diesters is maintained, but decomposition occurs during purification and storage (affecting quality and purity)

Engineering Contradiction:
ImprovepurityVSAvoiddecomposition resistance
Core Design Contradiction:
Manufacturing precisionVSStability of the object's composition

Solution Approach 1:

The patent introduces phosphorus compounds as intermediary stabilizers that prevent decomposition reactions during purification and storage. These phosphorus compounds act as mediators that protect the diester molecules from thermal and chemical breakdown, thereby maintaining both purity and quality throughout the process.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 stabilization of diesters of dicarbonic acid with phosphorus compounds significantly improves their storage stability, allowing them to be stored for months without decomposition and enables efficient distillation with low losses and high purity, while also providing antimicrobial properties for food preservation.

Implementation Method 1

stabilization of diesters of dicarbonic acid against thermal and/or chemical breakdown reactions

Methodology Applied
Scientific EffectThermal stabilization:

Implementation Method 2

stabilization of diesters of dicarbonic acid against thermal and/or chemical breakdown reactions

Methodology Applied
Scientific EffectChemical stabilization:

Implementation Method 3

usage of these mixtures for preserving foods and materials

Methodology Applied
Scientific EffectAntimicrobial action:

Data Source

PatentUS8466308B2Stabilization of diesters of dicarbonic acid
Publication Date: 2013.06.18 LANXESS DEUTSCHLAND GMBH
  • US8466308B2 patent drawing
  • US8466308B2 patent drawing
  • US8466308B2 patent drawing

AI summary

By using phosphorus compounds, diesters of dicarbonic acid may be stabilized against thermal and chemical decomposition over a relatively long period. Mixtures of diesters of dicarbonic acid and phosphorus compounds are outstandingly suitable for preserving foods.