Continuous Acylation of 2-Methylnaphthalene in Microchannel Reactors

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Solution Overview

Problem

Existing methods for synthesizing acylnaphthalene, such as 2-methyl-6-propionylnaphthalene, face issues like unstable acylation liquids, poor homogeneity, low reaction efficiency, unstable hydrolysis processes, pipeline blockages, and low purity and yield.

Innovation Solution

A continuous synthesis method involving the mixing of a raw solution containing 2-methylnaphthalene with an acylation liquid, followed by an acylation reaction in a microchannel reactor and kettle reactors, and subsequent hydrolysis to obtain 2-methyl-6-propionylnaphthalene through separation, rectification, and crystallization processes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If traditional batch acylation reaction is used, then the process is simple to operate, but the reaction efficiency is low and the acylation liquid is unstable

Engineering Contradiction:
Improvereaction efficiencyVSAvoidreaction system complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The reaction system is segmented into multiple functional modules: microchannel reaction module for acylation, kettle reaction module for hydrolysis, and separation module. This segmentation enables continuous processing while maintaining operational simplicity through standardized module connections.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent implements continuous acylation reaction by continuously feeding reactants through the microchannel reactor and kettle reactor, eliminating batch processing interruptions. The acylation liquid flows continuously through the system, maintaining stable reaction conditions and improving productivity.

Inventive Principle:
Principle #20Continuity of useful action

2Stability of the object's composition

If acylation reaction is performed without proper temperature control, then the process is simpler, but the acylation liquid homogeneity deteriorates and stability decreases

Engineering Contradiction:
Improveacylation liquid stabilityVSAvoidtemperature control system complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent employs precise temperature control by adjusting the temperature parameter at different reaction stages: the microchannel reactor operates at a controlled temperature to ensure homogeneous acylation liquid formation, while the kettle reactor uses temperature control to stabilize the hydrolysis process. This parameter optimization directly improves acylation liquid stability without requiring complex additional equipment.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If hydrolysis is performed without immediate treatment, then the process is simpler, but pipeline blockages occur and product purity decreases

Engineering Contradiction:
Improveproduct purityVSAvoidhydrolysis system complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent implements preliminary hydrolysis action by immediately treating the acylation liquid in the kettle reactor right after acylation. This immediate hydrolysis prevents side reactions and product degradation that would otherwise occur during storage or transport, ensuring high product purity while using a straightforward sequential reaction approach.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent uses water as an intermediary substance to facilitate the hydrolysis reaction. Water is introduced into the kettle reactor to hydrolyze the acylation liquid, converting it to the final product while preventing pipeline blockages. This simple intermediary approach avoids the need for complex mechanical clearing systems.

Inventive Principle:
Principle #24Intermediary (Mediator)

4Manufacturing precision

If traditional separation and purification methods are used, then the process is simpler, but the product yield and purity are low

Engineering Contradiction:
Improveproduct purityVSAvoidproduct yield
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The patent optimizes separation and purification by adjusting key parameters: the separation temperature is controlled to maximize product crystallization, and the purification conditions are optimized to enhance yield. These parameter optimizations enable the system to achieve both high purity and high yield simultaneously through a relatively simple separation-purification sequence.

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 method improves the stability and homogeneity of the acylation liquid, enhances reaction efficiency, stabilizes the hydrolysis process, prevents pipeline blockages, and increases the purity and yield of 2-methyl-6-propionylnaphthalene.

Implementation Method 1

mixing a raw solution containing 2-methylnaphthalene with an acylation liquid to obtain an acylation reaction liquid with a molar ratio of the 2-methylnaphthalene: the acylation agent: the Lewis catalyst of 1:1.3:1.5; adding the acylation reaction liquid into a microchannel reactor and a plurality of kettle reactors connected in series to perform acylation reaction

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

performing hydrolysis reaction on the acylation reaction liquid immediately after the acylation reaction liquid flows out of the plurality of kettle reactors

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 3

collecting the mixed solution and separating a water phase and an oil phase of the mixed solution by using a liquid separator

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

Implementation Method 4

subjecting the mixed solution to separation, rectification and crystallization, to obtain 2-methyl-6-propionylnaphthalene

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentUS12312304B2Method for continuous synthesis of acylnaphthalene with acylation liquid
Publication Date: 2025.05.27 CCTEG CHINA COAL RES INST
  • US12312304B2 patent drawing
  • US12312304B2 patent drawing
  • US12312304B2 patent drawing

AI summary

A method for continuous synthesis of acylnaphthalene includes: mixing a raw solution containing 2-methylnaphthalene with an acylation liquid to obtain an acylation reaction liquid with a molar ratio of the 2-methylnaphthalene: the acylation agent: the Lewis catalyst of 1:1.3:1.5; adding the acylation reaction liquid into a microchannel reactor and a plurality of kettle reactors connected in series to perform acylation reaction, performing hydrolysis reaction on the acylation reaction liquid immediately after the acylation reaction liquid flows out of the plurality of kettle reactors to obtain a mixed solution, and subjecting the mixed solution to separation, rectification and crystallization, to obtain 2-methyl-6-propionylnaphthalene.