Flexible Nitroalkane Synthesis via Continuous Flow Reactor

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Solution Overview

Problem

High pressure nitration processes for synthesizing nitroalkanes are complex, capital intensive, and require multiple equipment setups for different compounds, limiting flexibility and economy in producing a variety of nitrated compounds.

Innovation Solution

A process and apparatus that allow for the flexible synthesis of different nitroalkanes using the same equipment by reacting hydrocarbon feedstocks with aqueous nitric acid at high pressure and temperature, with a downflow reactor configuration and quenching system to minimize oxidation byproducts and enable recovery of nitroalkanes from multiple phases.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If different chemical plants or individual batch processes are used to nitrate different compounds, then high selectivity and product purity are achieved, but device complexity and capital investment increase

Engineering Contradiction:
Improveproduct purityVSAvoidequipment setup
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent implements a universal continuous flow nitration platform that can process multiple different hydrocarbon feedstocks (propane, isobutane, cyclohexane, n-octane) through the same reactor system. The process uses consistent operating conditions (180-250°C, 1000-3000 psi, LHSV 0.5-5.0 hr⁻¹) and equipment configuration across different substrates, eliminating the need for separate batch process setups while maintaining high nitroalkane selectivity through controlled residence time and temperature profiles

Inventive Principle:
Principle #6Universality (Multi-functionality)

2Productivity

If multiple pieces of expensive equipment are used for high pressure nitration, then complete nitration reactions are achieved, but capital intensity increases

Engineering Contradiction:
Improvereaction completionVSAvoidequipment quantity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent extracts and eliminates unnecessary equipment from traditional nitration processes. By using continuous flow technology with in-line quenching and phase separation, the system removes the need for multiple batch reactors, extensive washing equipment, and complex isolation apparatus. The process achieves complete nitration in a single reactor pass with integrated downstream processing, reducing capital investment while maintaining productivity

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The continuous flow nitration process maintains uninterrupted reaction and processing operations, eliminating the idle time and equipment reconfiguration required between batch cycles. The continuous circulation of reactants through the reactor and quench system ensures sustained high conversion rates without requiring multiple equipment units, thereby reducing capital intensity while preserving productivity

Inventive Principle:
Principle #20Continuity of useful action

3Productivity

If traditional nitration processes are used, then nitroalkanes are produced, but oxidation byproducts increase

Engineering Contradiction:
Improvenitroalkane productionVSAvoidoxidation byproducts
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary quenching action immediately after the nitration reaction zone. The quench system introduces cold water or dilute acid to rapidly terminate the reaction and prevent secondary oxidation of the formed nitroalkanes. This preliminary intervention stops the reaction at the desired conversion point, maximizing nitroalkane yield while minimizing oxidation byproduct formation before the products leave the reactor system

Inventive Principle:
Principle #10Preliminary action

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 simplifies and economizes the production of various nitroalkanes by using the same equipment, reducing capital and energy intensity while minimizing oxidation byproducts and allowing for efficient recovery of desired products.

Implementation Method 1

reacting a first feedstock in a reactor with aqueous nitric acid at a reaction temperature of from 180 °C to 250 °C

Methodology Applied
Scientific EffectHeating: Heating

Implementation Method 2

at a reaction pressure of at least 1000 psi (6.89 x 10⁶ Pa)

Methodology Applied
Scientific EffectCompression: Compression

Implementation Method 3

with a downflow reactor configuration and quenching system to minimize oxidation byproducts

Methodology Applied
Scientific EffectCooling: Cooling

Implementation Method 4

allowing for efficient recovery of nitroalkanes from multiple phases

Methodology Applied
Scientific EffectPhase separation:

Data Source

PatentEP2516379B1Hydrocarbon feed flexible high pressure nitration plant design
Publication Date: 2016.12.28 ANGUS CHEM CO
  • EP2516379B1 patent drawingFigure 1
  • EP2516379B1 patent drawingFigure 2
  • EP2516379B1 patent drawingFigure 3

AI summary

Disclosed is an apparatus for synthesizing nitroalkanes by reaction of a hydrocarbon feedstock with aqueous nitric acid. The apparatus may be designed such that it can synthesize more than one nitroalkane using the same equipment.