Bidentate Diphosphite Synthesis Selectivity Control

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Solution Overview

Problem

Current methods for synthesizing bidentate diphosphites are complex and costly due to low temperature requirements and high viscosity of product mixtures, leading to inefficiencies and increased operational costs.

Innovation Solution

A method involving the contact of a phosphorochloridite with a bisaryl compound and a tertiary organic amine, controlling mole ratios and feed rates to produce diphosphites with high selectivity between 70% and 100%, while maintaining low water content and operating temperatures between 10°C to 110°C.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If traditional methods are used to synthesize diphosphites, then the process can proceed with standard reagents, but the product selectivity is low and operational costs are high due to low temperature requirements and high viscosity

Engineering Contradiction:
Improveproduct selectivityVSAvoidoperational cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent changes the temperature parameter from traditional low temperature requirements to a range of 10°C to 110°C, and modifies the reaction conditions by controlling water content below 300 ppm and using specific mole ratios of reagents. These parameter changes improve product selectivity to 70-100% while eliminating the need for expensive low-temperature equipment and reducing operational costs.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality by controlling the water content specifically below 300 ppm in the reaction mixture, using a tertiary organic amine with basic nitrogen atoms to neutralize HCl locally at the reaction site, and maintaining specific concentration ranges of phosphorochloridite (0.02-2.0 M) to optimize the reaction environment for high selectivity without requiring extreme conditions.

Inventive Principle:
Principle #3Local quality

2Manufacturing precision

If low temperature and high viscosity conditions are maintained, then product selectivity may be preserved, but operating cost and process complexity increase significantly

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

Solution Approach 1:

The patent fundamentally changes the temperature parameter from traditional low-temperature requirements to a practical range of 10°C to 110°C, and controls viscosity by maintaining specific reactant concentrations and water content below 300 ppm. This eliminates the need for complex temperature control systems and high-viscosity handling equipment, reducing process complexity while maintaining 70-100% selectivity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent performs preliminary action by pre-drying reagents to maintain water content below 300 ppm before the reaction, and by pre-establishing the correct mole ratios of phosphorochloridite to bisaryl compound (2:1 to 3:1). This preliminary preparation ensures high selectivity from the start without requiring complex in-process adjustments or extreme temperature conditions.

Inventive Principle:
Principle #10Preliminary action

3Manufacturing precision

If water content is not controlled, then the process is simpler, but selectivity to desired diphosphite product decreases

Engineering Contradiction:
Improveproduct selectivityVSAvoidprocess simplicity
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent sets a specific water content parameter below 300 ppm in the reaction mixture, which is achievable through standard drying techniques. This parameter control improves selectivity to 70-100% while maintaining process simplicity, as the water control is implemented through conventional means rather than complex systems.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent implements feedback by monitoring and controlling water content in the reaction mixture to maintain it below 300 ppm. This feedback control ensures high product selectivity while using straightforward measurement and control methods, balancing precision with ease of manufacture.

Inventive Principle:
Principle #23Feedback

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 simplifies the synthesis of bidentate diphosphites, improving selectivity and reducing operational costs by optimizing reaction conditions and minimizing water contamination, thereby enhancing the efficiency of the process.

Implementation Method 1

A function of the tertiary organic amine is to neutralize the HCl co-product in both reaction steps through the formation of a tertiary organic amine hydrogen chloride salt

Methodology Applied
Scientific EffectNeutralization reaction: Chemical Bonding

Implementation Method 2

contacting a phosphorochloridite of Structure II with a bisaryl compound selected from the group consisting of Structure III, Structure IV, and Structure V, and a tertiary organic amine, comprising a basic nitrogen atom or a plurality of nitrogen atoms, to produce a reaction mixture comprising a diphosphite of Structure I

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Data Source

PatentEP2421875B1Highly selective process for producing organodiphosphites
Publication Date: 2017.08.23 INVISTA TECHNOLOGIES SARL(CH)
  • EP2421875B1 patent drawing
  • EP2421875B1 patent drawing
  • EP2421875B1 patent drawing

AI summary

Disclosed is a method for making a diphosphite of Structure I.