Alpha-oxy phosphorus synthesis via activator-mediated hydrolysis

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Solution Overview

Problem

Current methods for synthesizing α-oxy phosphorus compounds from α-oxy carboxylic acid groups are inefficient, characterized by low yields, low purity, and low selectivity, with complex multistep processes and significant formation of low-value products.

Innovation Solution

A method involving the reaction of compounds containing an α-oxy carboxylic acid group with a nucleophilic P component, where the phosphorus atom has an oxidation state of +1 or +3, using an activator to facilitate the conversion, followed by the addition of water to recover the α-oxy phosphorus compound, thereby improving yield and purity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If complex multistep synthesis methods are used to manufacture α-oxy phosphorus compounds, then the synthesis process can be completed, but the manufacturing precision and purity are low with significant formation of low-value products

Engineering Contradiction:
ImprovepurityVSAvoidsynthesis process complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The invention segments the synthesis process by using specific activators (such as carbodiimides, carbonates, or halides) to activate the carboxylic acid function in distinct steps, allowing for better control over each transformation stage and reducing unwanted side reactions that lead to low-value products

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention introduces intermediary compounds (activated carboxylic acid derivatives) that serve as stable intermediates between the starting carboxylic acid and the final phosphorus compound, enabling better control over the reaction pathway and improving purity by avoiding direct complex multistep transformations

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If conventional synthesis methods are used to convert α-oxy carboxylic acid to α-oxy phosphorus compounds, then the reaction can proceed, but the productivity is low due to low yields

Engineering Contradiction:
ImproveyieldVSAvoidamount of low-value products
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The invention changes key reaction parameters by selecting specific activators and controlling the oxidation state of phosphorus (+1 or +3), optimizing the reaction conditions to achieve high yields and minimize the formation of low-value products

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention converts the potentially harmful or unreactive carboxylic acid function into an activated form that readily reacts with nucleophilic phosphorus compounds, transforming a low-yield process into a high-yield synthesis by utilizing the activating effect of the introduced reagents

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

3Manufacturing precision

If conventional methods are used to activate carboxylic acid and nucleophilic P components, then the reaction can occur, but the selectivity is low leading to low purity products

Engineering Contradiction:
ImproveselectivityVSAvoidformation of low-value products
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The invention applies preliminary activation of the carboxylic acid function using specific activators before the phosphorus substitution occurs, ensuring that the reaction proceeds through a well-defined pathway that enhances selectivity and reduces the formation of unwanted by-products

Inventive Principle:
Principle #10Preliminary action

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 achieves high yields and purity of α-oxy phosphorus compounds with enhanced selectivity, reducing the formation of low-value products and simplifying the synthesis process.

Implementation Method 1

whereby the compound containing an α-oxy carboxylic acid group or the nucleophilic P component or both are first reacted with an activator

Methodology Applied
Scientific EffectChemical activation: Chemical Bonding

Implementation Method 2

followed by the addition of water to recover the α-oxy phosphorus compound

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentEP2753625B1Method for the manufacture of compounds containing an alpha-oxyphosphorus group by using an activator
Publication Date: 2017.08.02 STRAITMARK HLDG

AI summary

A method for the manufacture of compounds containing an a-oxy phosphorus group is disclosed. A compound containing an a-oxy carboxylic acid group is reacted in a specific equivalent ratio with a nucleophilic P component, wherein the phosphorus atom has the oxidation state +1 or +3, whereby the compound containing an a-oxy carboxylic acid group or the nucleophilic P component or both are first reacted with an activator, followed by conducting the reaction and adding a water at the end of the reaction. The compounds containing an a-oxy phosphorus group formed are then recovered.