Phosphonic Acid Monomer Preparation via Reduced Pressure

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Solution Overview

Problem

Current processes for preparing phosphonic acid monomers often result in products containing undesirable impurities and by-products, requiring costly and time-consuming purification steps.

Innovation Solution

Reacting methacrylic acid with a phosphorus reactant under specific conditions, such as elevated temperatures and reduced pressure, in the substantial absence of solvents, to produce phosphonic acid compounds that are substantially free of inorganic phosphorous acid and diester cross-linkers, thereby eliminating the need for extensive purification.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional processes are used to prepare phosphonic acid monomers, then the monomers can be produced, but they contain undesirable impurities and by-products requiring costly and time-consuming purification steps

Engineering Contradiction:
Improvepurity of phosphonic acid monomerVSAvoidpurification time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent changes the reaction parameters by using a specific molar ratio of methacrylic acid to phosphorus reactant (1:0.05 to 1:0.5), controlling reaction temperature (70-170°C), and operating under reduced pressure (0-760 mmHg) to optimize the reaction conditions. These parameter changes enable the reaction to produce high-purity monomer directly without requiring extensive purification steps, resolving the contradiction between manufacturing precision and time loss.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent effectively extracts or removes the harmful impurities and by-products from the reaction system by operating under reduced pressure which allows water (a by-product) to vaporize and be removed from the reaction mixture. This prevents impurity accumulation and eliminates the need for subsequent purification steps, addressing both the purity requirement and time efficiency.

Inventive Principle:
Principle #2Taking out (Extraction)

2Manufacturing precision

If conventional processes are used to prepare phosphonic acid monomers, then the monomers can be produced, but expensive and time-consuming purification steps are required to remove inorganic phosphorous acid and diester cross-linkers

Engineering Contradiction:
Improvepurity of phosphonic acid monomerVSAvoidcomplexity of purification process
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

By optimizing the reaction parameters including temperature (70-170°C), pressure (0-760 mmHg), and molar ratios, the patent achieves a reaction condition window that produces high-purity monomer directly. The reduced pressure operation allows selective vaporization of water and other volatile impurities, simplifying the manufacturing process and eliminating complex purification steps while maintaining high purity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The reaction system essentially purifies itself by operating under reduced pressure where water and other volatile by-products automatically vaporize and separate from the monomer product. This self-purification mechanism eliminates the need for external expensive purification equipment and processes, making the manufacture easier while maintaining high purity standards.

Inventive Principle:
Principle #25Self-service

3Manufacturing precision

If elevated temperatures and reduced pressure are used in the reaction, then high-purity monomer is produced without purification, but energy consumption increases

Engineering Contradiction:
Improvepurity of phosphonic acid monomerVSAvoidenergy consumption for heating and vacuum
Core Design Contradiction:
Manufacturing precisionVSUse of energy by moving object

Solution Approach 1:

The patent identifies an optimal parameter range where temperature (70-170°C) and pressure (0-760 mmHg) are balanced to achieve both high purity and reasonable energy consumption. The reduced pressure operation allows water removal at lower temperatures than atmospheric pressure would require, and the process can be integrated with the exothermic nature of the reaction itself, reducing external heating requirements while maintaining high purity output.

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 approach allows for the direct and efficient production of phosphonic acid monomers without the need for expensive purification, resulting in high yield and high-purity products suitable for polymerization.

Implementation Method 1

contacting methacrylic acid (MAA) with a phosphorus reactant of the formula: wherein n is a number having an average value of from 1 to 3, under reaction conditions sufficient to produce a product comprising a phosphonic acid compound

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

Water is a by-product of the reaction and advantageously is removed as it vaporizes or boils out of the reaction mixture

Methodology Applied
Scientific EffectEvaporation: Evaporation

Implementation Method 3

The reactants are contacted under reduced pressure at elevated temperature for a time sufficient to produce the desired monomer. Advantageously, the temperature is from 70 to 170°C

Methodology Applied
Scientific EffectHeating: Heating

Data Source

PatentEP2928901B1A process for the preparation of phosphonic acid monomers
Publication Date: 2017.09.06 ROHM & HAAS CO
  • EP2928901B1 patent drawing
  • EP2928901B1 patent drawing
  • EP2928901B1 patent drawing

AI summary

A simple, commercially viable process for the preparation of phosphonic acid monomers containing essentially no diester or inorganic phosphorous acid compounds is disclosed.