Tertiary Phosphine Reduction via Polymer-Bound Reagents

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Solution Overview

Problem

Current processes for converting tertiary phosphine oxides to tertiary phosphines are hindered by high costs, environmental impact, and scalability issues due to the use of harsh reagents and solvents, as well as complex reaction systems and purification requirements.

Innovation Solution

A novel process involving the reaction of tertiary phosphine oxide with a reducing tertiary phosphine in the presence of a halogen-containing compound such as chlorine, bromine, iodine, or haloalkanes as a catalyst, which facilitates efficient conversion while minimizing environmental impact and operational complexity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional reagents and solvents are used for reducing tertiary phosphine oxides, then the reduction reaction can proceed, but the environmental impact increases and purification requirements become more severe

Engineering Contradiction:
Improvereduction reaction feasibilityVSAvoidenvironmental impact
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent employs polymer-bound phosphine compounds as disposable reducing agents that are attached to solid supports. These reagents are used in stoichiometric amounts and then discarded after a single use, eliminating the need for complex purification and minimizing environmental impact from solvent recovery and reagent recycling

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

Solution Approach 2:

The patent utilizes polymer matrices with porous structures to immobilize phosphine reducing agents. The porous nature of the polymer supports allows for efficient mass transfer while enabling simple filtration-based separation of the spent reagent from the reaction mixture, greatly simplifying purification procedures

Inventive Principle:
Principle #31Porous materials

2Ease of manufacture

If polymeric analogues of triphenylphosphine are used as reducing agents, then purification is simplified through filtration, but reagent cost increases and water requirements increase

Engineering Contradiction:
Improvepurification simplicityVSAvoidwater requirements
Core Design Contradiction:
Ease of manufactureVSQuantity of substance

Solution Approach 1:

The patent employs polymer-bound phosphine compounds where the polymer matrix provides both the reducing agent and the filtration capability. The porous structure allows reaction products to diffuse out while retaining the phosphine reagent, enabling simple filtration without requiring large amounts of water for extraction and purification

Inventive Principle:
Principle #31Porous materials

3Productivity

If harsh reagents and high temperatures are used for reduction, then reaction efficiency improves, but environmental impact increases and scalability decreases

Engineering Contradiction:
Improvereaction efficiencyVSAvoidenvironmental impact
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the physical state of the reducing agent by immobilizing phosphines on solid polymer supports. This parameter change allows the reaction to proceed under milder conditions with improved selectivity and reduced side reactions, maintaining high efficiency while lowering environmental impact

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The polymer matrix acts as an intermediary that mediates the reduction reaction. It provides a controlled environment for the phosphine reagent, enabling efficient electron transfer to the phosphine oxide substrate while preventing unwanted side reactions and facilitating easy separation of products

Inventive Principle:
Principle #24Intermediary (Mediator)

4Manufacturing precision

If complex reaction systems are used for tertiary phosphine synthesis, then product yield can be maintained, but process complexity increases and scalability decreases

Engineering Contradiction:
Improveproduct yieldVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent extracts the purification step from the overall synthesis process by using polymer-bound reagents that can be removed by simple filtration. This extraction of the purification function eliminates the need for complex chromatography or extraction procedures, greatly simplifying the overall process while maintaining high product yield

Inventive Principle:
Principle #2Taking out (Extraction)

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 provides a cost-effective, scalable, and environmentally friendly method for producing tertiary phosphines with high yields and reduced reaction times, suitable for industrial applications.

Implementation Method 1

reacting said tertiary phosphine oxide with a reducing tertiary phosphine in the presence of a halogen-containing compound selected from the group comprising chlorine, bromine, iodine, haloalkanes and phosphine dihalides as a catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

converting a tertiary phosphine oxide to the corresponding tertiary phosphine by reacting said tertiary phosphine oxide with a reducing tertiary phosphine

Methodology Applied
Scientific EffectRedox reactions: Redox Reactions

Data Source

PatentEP2552928B1A process for the reduction of a tertiary phosphine oxide to the corresponding tertiary phosphine in the presence of a catalyst and use of a tertiary phosphine for reducing a tertiary phosphine oxide in the presence of a catalyst.
Publication Date: 2015.04.15 CHROMAFORA
  • EP2552928B1 patent drawing
  • EP2552928B1 patent drawing
  • EP2552928B1 patent drawing

AI summary

A process for the conversion of a tertiary phosphine oxide to the corresponding tertiary phosphine comprising reacting said tertiary phosphine oxide with a reducing tertiary phosphine, in the presence of a catalyst that catalyzes the conversion.