Acidic Ion Exchanger Prevents Nitrohydroxyaromatic Salt Crystallization

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

The precipitation of nitrohydroxyaromatic salts during alkaline washing of nitrated crude products in the nitration of aromatic compounds leads to unstable compounds that can crystallize and cause explosions, posing a safety risk during distillation and storage.

Innovation Solution

Bringing the nitrated crude products into contact with an acidic ion exchanger to convert nitrohydroxyaromatic salts into their acid form, which maintains solubility and prevents crystallization.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If alkaline washing is performed to remove acidic impurities from nitrated crude products, then the purity of the nitroaromatics is improved, but nitrohydroxyaromatic salts precipitate and crystallize during distillation and storage

Engineering Contradiction:
Improvepurity of nitroaromaticsVSAvoidstability during distillation and storage
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent applies preliminary action by adding an acidifying agent to the nitrated crude product before distillation. This converts the nitrohydroxyaromatic salts (which would otherwise crystallize during distillation) into their free acid forms in advance, preventing precipitation and ensuring stable distillation and storage processes.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent changes the pH parameter of the nitrated crude product by introducing an acidifying agent. This parameter change converts the salts into soluble free acids, fundamentally altering the chemical state to prevent crystallization during subsequent thermal processing and storage.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If the nitroaromatics are distilled to purify the product, then the manufacturing precision is improved, but the nitrohydroxyaromatic salts concentrate and crystallize on container walls and pipes

Engineering Contradiction:
Improvepurity of nitroaromaticsVSAvoidcrystallization on container walls and pipes
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary action by converting the nitrohydroxyaromatic salts into free acids before distillation begins. This prevents the salts from concentrating and crystallizing on container walls and pipes during the distillation process, eliminating the harmful crystallization effect while maintaining purification benefits.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent converts the harmful crystallization behavior into a beneficial soluble state by acidifying the mixture. The salts that would normally cause problems during distillation are transformed into free acids that remain soluble, turning a potential hazard into a safe, manageable state that allows successful distillation.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Quantity of substance

If the nitrohydroxyaromatic salts are allowed to crystallize during storage, then the concentration of impurities increases, but the crystallized salts become explosive and pose safety risks

Engineering Contradiction:
Improveconcentration of impuritiesVSAvoidexplosiveness of crystallized salts
Core Design Contradiction:
Quantity of substanceVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical parameter by acidifying the nitrated crude product, which converts the explosive nitrohydroxyaromatic salts into non-explosive free acid forms. This parameter change eliminates the harmful explosiveness while the subsequent distillation process removes the impurities, achieving both safety and purity goals.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies blessing in disguise by converting the explosive salts into safe free acids through acidification. This transforms a dangerous substance into a safe one, and then the distillation process removes the impurities, turning a potential explosion hazard into a safe purification process.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

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 treatment effectively prevents the crystallization of nitrohydroxyaromatic salts during distillation and storage, ensuring the safety and stability of the nitroaromatic compounds by reducing the content of alkali metal or alkaline earth metal ions to less than 0.1 mg/L.

Implementation Method 1

the nitrated crude products are brought into contact with an acidic ion exchanger

Methodology Applied
Scientific EffectIon exchange: Ion Exchange

Data Source

PatentEP2670729B1Prevention of precipitation from nitrated aromatic crude products
Publication Date: 2015.07.22 BASF SE
  • EP2670729B1 patent drawingFigure 1
  • EP2670729B1 patent drawingFigure 2~3

AI summary

Precipitation of nitrohydroxyaromatic salts from the nitrated crude products obtained in the nitration of aromatic compounds after alkaline scrubbing, for example mononitrotoluenes, is prevented by contacting the nitrated crude products with an acidic ion exchanger. The nitrated crude products are preferably selected from a feed to a distillation column, a bottoms circulation stream of a distillation column and a feed to an evaporator.