Aromatic Diphosphate Synthesis via Lewis Acid Catalysis

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Solution Overview

Problem

Current methods for producing aromatic diphosphates as phosphorus flame-retardant agents result in by-products that deteriorate the physical properties of the resin, requiring costly purification treatments and leading to reduced yield, especially when used in high-temperature molding processes.

Innovation Solution

A two-step method involving the reaction of an aromatic monohydroxy compound with phosphorus oxyhalide and subsequent reaction with an aromatic dihydroxy compound in the presence of a Lewis acid catalyst, under controlled conditions to minimize the production of by-products like phosphorus compounds with hydroxyphenyl groups, thereby maintaining high purity and yield without the need for recrystallization.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If recrystallization or crystallization using a solvent is performed to obtain high-purity aromatic diphosphate, then purity is improved, but productivity deteriorates due to additional steps and solvent loss

Engineering Contradiction:
ImprovepurityVSAvoidproductivity
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The harmful by-product (phosphorus compound with hydroxyphenyl group) is selectively removed through controlled reaction conditions and catalyst selection, eliminating the need for solvent-based recrystallization while maintaining high purity

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

Reaction parameters such as temperature, catalyst type, and molar ratios are optimized to suppress by-product formation at the source, achieving high purity through controlled synthesis rather than post-reaction purification

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If phosphorus compound with hydroxyphenyl group is present as by-product, then production cost is reduced by avoiding purification, but durability deteriorates due to adverse effects on resin properties

Engineering Contradiction:
Improveproduction costVSAvoiddurability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The formation of harmful by-products is prevented in advance through optimized reaction conditions and catalyst selection, eliminating the need for post-reaction purification while ensuring high purity and durability

Inventive Principle:
Principle #9Preliminary anti-action

Solution Approach 2:

Reaction parameters including temperature, catalyst type, and molar ratios are precisely controlled to suppress by-product formation, achieving both cost-effectiveness and high durability simultaneously

Inventive Principle:
Principle #35Parameter changes

3Reliability

If aromatic diphosphate is used as flame-retardant agent, then flame-retardant effect is improved, but manufacturing complexity increases due to sensitivity to by-products

Engineering Contradiction:
Improveflame-retardant effectVSAvoidmanufacturing complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

Reaction parameters are optimized to inherently suppress by-product formation, simplifying the manufacturing process while ensuring the aromatic diphosphate meets high purity requirements for effective flame retardancy

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

The method produces aromatic diphosphates with reduced by-products, ensuring excellent durability and flame retardancy, even at high temperatures, and maintains high purity and yield, making it suitable for industrial-scale production without the need for solvent purification.

Implementation Method 1

an aromatic monohydroxy compound having a steric hindrance group (a group for giving steric hindrance) at ortho-positions... is made to react with phosphorus oxyhalide in the presence of a Lewis acid catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

the unreacted phosphorus oxyhalide is removed under a reduced pressure

Methodology Applied
Scientific EffectVacuum distillation: Vacuum Distillation

Implementation Method 3

the reaction product obtained in the above step is made to react with an aromatic dihydroxy compound... in the presence of a Lewis acid catalyst to give an aromatic diphosphate

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS8822715B2Method for producing aromatic diphosphates
Publication Date: 2014.09.02 DIAHACHI CHEMICAL INDUSTRY CO LTD
  • US8822715B2 patent drawing
  • US8822715B2 patent drawing
  • US8822715B2 patent drawing

AI summary

A method for producing an aromatic diphosphate comprising: Step 1 which is a step where a specific aromatic monohydroxy compound having a steric hindrance group at ortho-positions is made to react with phosphorus oxyhalide in the presence of a Lewis acid catalyst and then the unreacted phosphorus oxyhalide is removed under a reduced pressure to give a specific; and Step 2 which is a step where the reaction product obtained in the above step is made to react with a specific aromatic dihydroxy compound in an amount of 0.5 mol to 1 mol of halogen contained in the reaction product in the presence of a Lewis acid catalyst to give a specific aromatic diphosphate.