Phosphorus Cyanohydrin Ester Synthesis via Segmented Reaction

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Solution Overview

Problem

Existing methods for producing phosphorus-containing cyanohydrin esters, such as those used in the synthesis of glufosinate, face challenges including low yields, high proportions of co-products, difficult purification, and harsh reaction conditions, which affect efficiency and safety.

Innovation Solution

A process involving the reaction of specific compounds with free-radical-forming substances under controlled conditions, using metered streams of reactants and free-radical initiators, to improve yield and purity of phosphorus-containing cyanohydrin esters, thereby facilitating the production of glufosinate or its salts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional methods are used to produce phosphorus-containing cyanohydrin esters, then production is possible, but yields are insufficient and co-products are excessively high

Engineering Contradiction:
ImproveyieldVSAvoidco-products
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent changes the reaction parameters by using a two-stage process with controlled temperature progression (first stage: 0-50°C, second stage: 50-100°C) and specific molar ratios of reactants. This optimization of reaction conditions improves the yield of phosphorus-containing cyanohydrin esters while reducing unwanted co-products compared to conventional single-stage methods.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent divides the reaction process into two distinct stages: a first reaction stage and a second reaction stage, each with specific temperature ranges and reactant addition sequences. This segmentation allows better control over the reaction pathway, improving product yield and reducing side products.

Inventive Principle:
Principle #1Segmentation

2Manufacturing precision

If conventional methods are used to produce phosphorus-containing cyanohydrin esters, then production is possible, but purification is excessively difficult

Engineering Contradiction:
ImprovepurityVSAvoidpurification effort
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent performs preliminary action by optimizing the reaction conditions in the two-stage process to maximize product formation and minimize side products before purification is needed. The controlled temperature progression and specific reactant ratios ensure that the desired product is formed preferentially, reducing the burden on subsequent purification steps.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

By changing the reaction parameters (temperature stages, molar ratios, addition rates), the patent achieves better product selectivity, which directly improves purity and reduces the complexity of purification operations required.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional methods are used to produce phosphorus-containing cyanohydrin esters, then production is possible, but reaction conditions are too harsh

Engineering Contradiction:
ImprovesafetyVSAvoidreaction conditions
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent segments the temperature profile into two stages: a first stage at lower temperatures (0-50°C) for safe initial reaction, and a second stage at higher temperatures (50-100°C) for complete conversion. This segmentation makes the reaction conditions safer and more controllable compared to conventional single-stage high-temperature methods.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent applies preliminary action by conducting the first reaction stage at lower temperatures before proceeding to higher temperatures. This preliminary low-temperature stage allows safe initiation of the reaction and formation of intermediates, reducing safety risks associated with direct high-temperature processing.

Inventive Principle:
Principle #10Preliminary action

Data Source

PatentEP3344637B1Method for producing cyanohydrin esters containing phosphorous
Publication Date: 2019.08.07 BASF SE
  • EP3344637B1 patent drawing
  • EP3344637B1 patent drawing
  • EP3344637B1 patent drawing

AI summary

The invention relates primarily to a method for producing certain cyanohydrin esters of formula (I) containing phosphorous, and to their use for producing glufosinate or glufosinate salts. The invention also relates to a method for producing glufosinate or glufosinate salts.