PMIDA Conversion Control for Glyphosate Purity

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Solution Overview

Problem

Current methods for producing glyphosate from N-(phosphonomethyl)iminodiacetic acid (PMIDA) face challenges in achieving complete conversion while minimizing residual PMIDA content, which affects yield and product quality due to extended reaction times and oxidative conditions that can lead to by-product formation.

Innovation Solution

The process involves monitoring PMIDA conversion using methods such as Fourier transform infrared (FTIR) analysis, electrochemical measurements, and heat generation to determine the optimal reaction end point, allowing for the production of glyphosate with a low PMIDA content by adjusting reaction conditions and oxygen flow rates, and incorporating ion exchange for further purification.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If the oxidation reaction is extended to achieve complete conversion of PMIDA to glyphosate, then the yield of glyphosate is improved, but the formation of by-products increases due to prolonged exposure to oxidative conditions

Engineering Contradiction:
Improveyield of glyphosateVSAvoidby-product formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent employs online monitoring of the oxidation reaction process using techniques such as FTIR spectroscopy, HPLC, or electrochemical sensors to detect the concentration of PMIDA and glyphosate in real-time. This feedback information is used to automatically adjust reaction conditions (temperature, oxygen flow rate, catalyst amount) to achieve complete conversion of PMIDA while minimizing by-product formation, thus resolving the contradiction between maximizing yield and minimizing harmful by-products.

Inventive Principle:
Principle #23Feedback

Solution Approach 2:

The patent utilizes dynamic adjustment of reaction parameters including temperature, oxygen flow rate, and catalyst concentration during the oxidation process. By optimizing these parameters based on real-time monitoring data, the reaction is driven to complete conversion of PMIDA while controlling the formation of by-products such as aminomethylphosphonic acid (AMPA), thereby resolving the technical contradiction between high yield and low by-product formation.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If advanced monitoring methods such as FTIR analysis are implemented to determine the optimal reaction end point, then the manufacturing precision of glyphosate is improved, but the device complexity increases

Engineering Contradiction:
Improvecontrol of PMIDA conversionVSAvoidcomplexity of monitoring system
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent replaces complex mechanical analytical systems with simpler optical or electrochemical sensing methods. For example, FTIR spectroscopy uses infrared light absorption to detect chemical bonds, and electrochemical sensors use electrical signals to measure concentration, both of which are less mechanically complex than traditional HPLC systems while providing comparable or superior real-time monitoring capability for PMIDA conversion control.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The monitoring system is designed to provide automatic end-point detection and process control without requiring constant manual intervention. The system self-calibrates and automatically adjusts reaction parameters based on real-time data, reducing the operational complexity and making the advanced monitoring technology more accessible and easier to implement in industrial settings.

Inventive Principle:
Principle #25Self-service

3Manufacturing precision

If ion exchange is incorporated for further purification of glyphosate, then the purity of the final product is improved, but the loss of time in the process increases

Engineering Contradiction:
Improvepurity of glyphosate productVSAvoidprocess time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent performs preliminary removal of PMIDA and by-products during the oxidation reaction itself through optimized reaction conditions and online monitoring that prevents over-oxidation. By addressing purification needs during the reaction phase rather than requiring extensive post-reaction treatment, the ion exchange step can be minimized or eliminated in some cases, thereby reducing overall process time while still achieving high product purity.

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 approach enables the consistent production of glyphosate with a PMIDA content below 600 ppm, improving yield and product quality by controlling reaction conditions and utilizing ion exchange to remove residual PMIDA, thus minimizing by-product formation.

Implementation Method 1

glyphosate may be produced by the catalytic oxidation of PMIDA in an aqueous medium

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

The catalyst is typically slurried in an aqueous solution of PMIDA within a stirred tank reactor, and molecular oxygen introduced into the reactor to serve as the oxidant

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

Temperature of the reactor is conventionally controlled by transfer of heat from the reaction mixture to a cooling fluid in an indirect heat exchanger

Methodology Applied
Scientific EffectThermal conduction: Conduction (thermal)

Implementation Method 4

Fourier transform infrared (FTIR) analysis

Methodology Applied
Scientific EffectInfrared absorption: Absorption (EM radiation)

Implementation Method 5

incorporating ion exchange for further purification

Methodology Applied
Scientific EffectIon exchange: Ion Exchange

Data Source

PatentUS11802835B2Control of N-(phosphonomethyl)iminodiacetic acid conversion manufacture of glyphosate
Publication Date: 2023.10.31 MONSANTO TECHNOLOGY LLC
  • US11802835B2 patent drawing
  • US11802835B2 patent drawing
  • US11802835B2 patent drawing

AI summary

This invention relates to the preparation of N-(phosphonomethyl)glycine (“glyphosate”) from N-(phosphonomethyl)iminodiacetic acid (“PMIDA”), and more particularly to methods for control of the conversion of PMIDA, for the identification of reaction end points relating to PMIDA conversion and the preparation of glyphosate products having controlled PMIDA content.