1,4-bis(4-phenoxybenzoyl)benzene Ripening for Filterability

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Solution Overview

Problem

There is a need for a method to manufacture 1,4-bis(4-phenoxybenzoyl)benzene with high purity and yield, suitable for industrial-scale production in an economically viable manner.

Innovation Solution

The method involves reacting terephthaloyl chloride with diphenyl ether in the presence of a Lewis acid to form a 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex, which is then contacted with a protic solvent to separate the complex into phases, with subsequent heating, cooling, and solid/liquid separation to recover high-purity 1,4-bis(4-phenoxybenzoyl)benzene, including a ripening step to improve filterability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional methods are used to manufacture 1,4-bis(4-phenoxybenzoyl)benzene, then the production process is simpler, but the purity and yield are insufficient for industrial-scale production

Engineering Contradiction:
ImprovepurityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The manufacturing process is divided into distinct stages: reaction phase, phase separation phase, ripening phase, and filtration phase. Each stage targets specific purification needs, allowing incremental improvement of product purity while maintaining process manageability through clear separation of functions.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The ripening step is introduced as a preliminary action before final filtration. This pre-treatment allows the solid particles to mature and develop optimal filtration properties, ensuring that the subsequent filtration step achieves maximum efficiency and product purity.

Inventive Principle:
Principle #10Preliminary action

2Ease of operation

If conventional filtration is used without ripening, then the process is faster, but the filterability of the solid product is poor

Engineering Contradiction:
ImprovefilterabilityVSAvoidprocessing time
Core Design Contradiction:
Ease of operationVSLoss of time

Solution Approach 1:

The ripening step serves as a preliminary treatment that transforms the physical characteristics of solid particles before filtration. By allowing particles to mature and aggregate properly, the subsequent filtration operation becomes significantly easier and more efficient, resolving the contradiction between filterability and processing time.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The ripening process involves controlled changes in temperature and time parameters that alter the physical state and properties of the solid particles. These parameter changes optimize particle size distribution and morphology, making the material much more amenable to efficient filtration.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If multiple purification steps are added to improve purity, then the product quality increases, but the manufacturing cost increases

Engineering Contradiction:
ImprovepurityVSAvoidmanufacturing cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The Lewis acid catalyst is selectively extracted into the aqueous phase during the phase separation step, removing a major impurity source early in the process. This targeted extraction prevents catalyst contamination in the final product, achieving high purity without requiring extensive additional purification steps.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The process utilizes phase transitions and phase separations (organic/aqueous phases, solid/liquid separation) to naturally partition components based on their physical properties. These phase-based separations are inherently efficient and cost-effective compared to chemical purification methods, achieving high purity through physical differentiation rather than complex chemical treatments.

Inventive Principle:
Principle #36Phase transitions

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 achieves high-purity and high-yield production of 1,4-bis(4-phenoxybenzoyl)benzene, enhancing its filterability and making it easier to separate from the surrounding liquid, thus facilitating industrial-scale production.

Implementation Method 1

contacting the product mixture with a protic solvent, so as to obtain a first phase containing the Lewis acid and a second phase containing 1,4-bis(4-phenoxybenzoyl)benzene

Methodology Applied
Scientific EffectPhase separation: Liquid-Liquid Extraction

Implementation Method 2

heating at least the second phase up to a maximum temperature

Methodology Applied
Scientific EffectHeating: Heating

Implementation Method 3

cooling at least the second phase down to a separation temperature

Methodology Applied
Scientific EffectCooling: Cooling

Implementation Method 4

subjecting at least the second phase to a solid/liquid separation step at the separation temperature, so as to recover solid 1,4-bis(4-phenoxybenzoyl)benzene

Methodology Applied
Scientific EffectSolid/liquid separation: Sedimentation

Implementation Method 5

from 30 to 99.9 wt. % of the 1,4-bis(4-phenoxybenzoyl)benzene contained in the second phase is dissolved in the second phase at the maximum temperature

Methodology Applied
Scientific EffectDissolution and crystallization: Crystallisation

Data Source

PatentUS10981852B2Ripening of 1,4-bis (4-phenoxybenzoyl)benzene
Publication Date: 2021.04.20 ARKEMA FRANCE SA
  • US10981852B2 patent drawing
  • US10981852B2 patent drawing
  • US10981852B2 patent drawing

AI summary

A method for manufacturing 1,4-bis(4-phenoxybenzoyl)benzene, including: reacting terephthaloyl chloride with diphenyl ether in a reaction solvent and in the presence of a Lewis acid, so as to obtain a product mixture including a 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex; contacting the product mixture with a protic solvent, so as to obtain a first phase containing the Lewis acid and a second phase containing 1,4-bis(4-phenoxybenzoyl)benzene; heating at least the second phase up to a maximum temperature, followed by cooling the second phase down to a separation temperature; subjecting at least the second phase to a solid/liquid separation step at the separation temperature, so as to recover solid 1,4-bis(4-phenoxybenzoyl)benzene.