Transition Metal Removal via Solubility-Enhancing Extraction

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Solution Overview

Problem

Current methods for removing metal complexes from reaction mixtures are cumbersome, time-consuming, and prone to side reactions, especially when using phosphines, which are air-sensitive and toxic, making them unsuitable for large-scale commercial use in industries like food and pharmaceuticals.

Innovation Solution

The use of solubility-enhancing compounds of formula A, where Ra is SH, SO3H, OH, or COOH, Rb is SH, OH, or COOH, and Rc is H, SH, OH, or COOH, with n being 1, 2, 3, 4, or 5, or their salts or activated forms, to enhance the solubility of metal complexes, allowing for their transfer into an immiscible second solution for removal.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If phosphines are used as solubility-enhancing compounds, then metal complex removal efficiency is improved, but air sensitivity and toxicity increase

Engineering Contradiction:
Improvemetal complex removal efficiencyVSAvoidair sensitivity and toxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces air-sensitive phosphines with water-soluble compounds containing sulfur, oxygen, or nitrogen donor atoms that can be used under ambient conditions without special protection. These compounds achieve comparable or superior metal complex solubilization without the need for inert atmosphere protection, effectively replacing fragile reagents with robust alternatives.

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

Solution Approach 2:

The invention changes the chemical parameters of the solubility-enhancing compound from phosphine-based to compounds with sulfur, oxygen, or nitrogen donor atoms in water-soluble forms. This parameter change enables the system to function under ambient conditions while maintaining or improving metal complex removal efficiency, eliminating the need for inert atmosphere protection.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If phosphines are used for metal complex removal, then solubility enhancement is improved, but process complexity increases due to inert condition requirements

Engineering Contradiction:
Improvesolubility enhancementVSAvoidprocess complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent replaces phosphines requiring inert atmosphere handling with water-soluble compounds containing sulfur, oxygen, or nitrogen donor atoms that can be used under ambient conditions. This eliminates the need for specialized equipment and procedures to maintain inert atmospheres, significantly simplifying the overall process while maintaining solubility enhancement effectiveness.

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

Solution Approach 2:

The invention changes the operational parameters from requiring inert atmosphere conditions to allowing ambient air exposure. By using water-soluble compounds with alternative donor atoms, the system achieves the same solubility enhancement function without the complexity of inert gas handling equipment and procedures.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional purification methods are used, then metal complex removal is achieved, but time consumption and labor intensity increase

Engineering Contradiction:
Improvemetal complex removalVSAvoidtime consumption and labor intensity
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The patent employs liquid-liquid extraction using water-soluble compounds to selectively transfer metal complexes from the organic reaction phase to the aqueous phase. This single extraction step replaces multiple sequential purification operations such as column chromatography, significantly reducing both time and labor requirements while maintaining effective metal complex removal.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention uses water-soluble compounds containing sulfur, oxygen, or nitrogen donor atoms as intermediary agents to facilitate metal complex transfer between phases. These intermediary compounds rapidly complex with metal ions and transfer them to the aqueous phase, replacing time-consuming adsorption and chromatography processes.

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

This process facilitates the facile purification of metal complexes, reduces the risk of side reactions, and avoids the toxicity and air-sensitivity issues associated with phosphines, enabling a more efficient and safe removal of metal complexes from reaction mixtures, particularly useful for large-scale synthesis.

Implementation Method 1

adding a solubility-enhancing compound that enhances the solubility of said complex in a second solution

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 2

extracting the solution containing said complex with the second solution

Methodology Applied
Scientific EffectLiquid-liquid extraction: Liquid-Liquid Extraction

Data Source

PatentUS7449591B2Process of removing transition metals
Publication Date: 2008.11.11 BOEHRINGER INGELHEIM INT GMBH
  • US7449591B2 patent drawing
  • US7449591B2 patent drawing
  • US7449591B2 patent drawing

AI summary

A process of diminishing the concentration of a transition metal complex from a first solution by adding a solubility-enhancing compound that enhances the solubility of said complex in a second solution and extracting the first solution with the second solution. The solubility-enhancing compound is a compound of formula Awherein,Ra is SH, SO3H, OH or COOH;Rb is SH, OH or COOH;Rc each independently is H, SH, OH or COOH;Rd each independently is H or COOH;n is 1, 2, 3, 4 or 5;or a salt or an activated form thereof.