Aromatic Dianhydride Isolation via Temperature-Gradient Extraction

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Solution Overview

Problem

Current methods for producing aromatic dianhydrides result in decreased yields and increased formation of by-products, limiting the efficiency of polyetherimide production.

Innovation Solution

A method involving the reaction of an aromatic bisimide with a substituted or unsubstituted phthalic anhydride in an aqueous medium with an amine exchange catalyst, followed by selective extraction at specific temperature ranges to enhance dianhydride conversion and minimize by-product formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional exchange reaction is used to produce aromatic dianhydride, then production can proceed with standard conditions, but yields decrease and by-product formation increases

Engineering Contradiction:
Improvedianhydride yieldVSAvoidby-product formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by conducting the exchange reaction in an aqueous medium at elevated temperatures (140-250°C) and pressures (150-300 psig), which are specific parameter modifications that improve dianhydride yield while minimizing by-product formation compared to conventional conditions

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses an amine exchange catalyst as an intermediary substance that facilitates the exchange reaction between aromatic bisimide and phthalic anhydride, enabling high-yield dianhydride production with reduced by-products through catalytic mediation

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If extraction is performed at reaction temperature, then extraction efficiency may be maintained, but dianhydride conversion decreases and by-products increase

Engineering Contradiction:
Improveextraction efficiencyVSAvoiddianhydride conversion
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent applies preliminary action by cooling the reaction mixture to a specific temperature range (60-160°C, at least 10°C lower than reaction temperature) before extraction, which prepares the system for efficient extraction while maintaining high dianhydride conversion and minimizing by-products

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent changes the temperature parameter from reaction temperature to a lower extraction-optimized temperature range, creating optimal conditions for extraction efficiency while preserving dianhydride conversion and reducing by-product formation

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

This approach increases the overall conversion and yield of aromatic dianhydrides while reducing imide anhydride by-products, improving the efficiency of the polyetherimide production process.

Implementation Method 1

reacting an aromatic diimide with a substituted or unsubstituted phthalic anhydride in an aqueous medium in the presence of an amine exchange catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

removing the phthalimide from the aqueous reaction mixture by extracting the aqueous reaction mixture with an organic solvent

Methodology Applied
Scientific EffectLiquid-liquid extraction: Liquid-Liquid Extraction

Data Source

PatentUS10407397B2Method for isolation of a dianhydride and dianhydrides prepared by the method
Publication Date: 2019.09.10 SHPP GLOBAL TECH BV
  • US10407397B2 patent drawing
  • US10407397B2 patent drawing
  • US10407397B2 patent drawing

AI summary

A method for producing an aromatic dianhydride includes reacting an aromatic diimide with a substituted or unsubstituted phthalic anhydride in an aqueous medium in the presence of an amine exchange catalyst to provide an aqueous reaction mixture including an N-substituted phthalimide, an aromatic tetraacid salt, and at least one of an aromatic triacid salt and an aromatic imide diacid salt. The method further includes removing the phthalimide from the aqueous reaction mixture by extracting the aqueous reaction mixture with an organic solvent for a first time period, at a first extraction temperature and subsequent to the first time period, extracting the aqueous reaction mixture with an organic solvent for a second time period, at a second extraction temperature. The aromatic tetraacid salt is converted to the corresponding aromatic dianhydride. Aromatic dianhydrides prepared according to the method are also described.