1,4-bis(4-phenoxybenzoyl)benzene synthesis yield via elevated temperature

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Solution Overview

Problem

Current methods for manufacturing 1,4-bis(4-phenoxybenzoyl)benzene face challenges in achieving high purity and yield, particularly at an industrial scale, with existing processes being economically unrealistic and inefficient in minimizing by-product impurities.

Innovation Solution

A method involving a reactant mixture of terephthaloyl chloride and diphenyl ether in a solvent, with a Lewis acid added at a temperature greater than 5°C, preferably above 15°C, to increase yield and reduce impurities, followed by purification through filtration and washing.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If the reaction is conducted at low temperature (0-5°C) as in prior art, then the reaction can be controlled, but the yield is low and by-product impurities increase

Engineering Contradiction:
ImproveyieldVSAvoidpurity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent changes the temperature parameter from conventional low temperature (0-5°C) to elevated temperature (20-50°C). This parameter change resolves the contradiction by simultaneously improving yield (productivity) while maintaining acceptable purity levels through the optimized temperature range that favors main product formation over by-product generation

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If multiple purification steps (filtration, reslurrying) are used as in prior art, then purity can be improved, but production time and complexity increase

Engineering Contradiction:
ImprovepurityVSAvoidproduction time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent extracts and eliminates unnecessary purification steps from the conventional multi-step process. By optimizing the reaction conditions (temperature and reagent ratios), the method achieves high purity in a single filtration step, removing the need for time-consuming reslurrying operations while maintaining product quality

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes process parameters (temperature, reagent ratios) to achieve better reaction outcomes that require less intensive purification. The elevated temperature and optimized ratios produce fewer impurities, allowing simplification of the purification train and reducing overall production time

Inventive Principle:
Principle #35Parameter changes

3Productivity

If conventional reagent ratios are used, then the process is simple, but yield and purity are not optimized for industrial scale

Engineering Contradiction:
ImproveyieldVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent optimizes reagent ratios and temperature parameters to achieve superior yield and purity. The specific ratio range (1:0.8 to 1:0.3) and temperature range (20-50°C) are optimized to maximize productivity while maintaining process simplicity through straightforward mixing and single-stage filtration

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 achieves high purity and yield of 1,4-bis(4-phenoxybenzoyl)benzene, effectively minimizing by-product impurities and enabling industrial-scale production.

Implementation Method 1

1,4-bis(4-phenoxybenzoyl)benzene can be prepared by reacting terephthaloyl chloride and diphenyl ether in the presence of a Lewis acid such as aluminum trichloride

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

The temperature of the reactant mixture is greater than 5°C during at least part of the step of adding the Lewis acid to the reactant mixture

Methodology Applied
Scientific EffectExothermic reaction: Exothermic Reaction

Data Source

PatentEP3404008B1Method for manufacturing 1,4-bis (4-phenoxybenzoyl)benzene at an elevated temperature
Publication Date: 2020.08.12 ARKEMA FRANCE SA
  • EP3404008B1 patent drawing
  • EP3404008B1 patent drawing
  • EP3404008B1 patent drawing

AI summary

The invention relates to a method for manufacturing 1,4-bis(4-phenoxybenzoylbenzene), comprising: - providing a reactant mixture comprising terephthaloyl chloride and diphenyl ether in a solvent; - adding a Lewis acid to the reactant mixture, so as to obtain a product mixture; wherein the temperature of the reactant mixture is greater than 5°C during at least part of the step of adding the Lewis acid to the reactant mixture.