Cyclohexylbenzene Production via Solid Acid Catalyst Alkylation

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Solution Overview

Problem

Conventional methods for producing cyclohexylbenzene result in significant by-products, require complex steps, and lack efficiency in raw material conversion and selectivity, making them unsuitable for industrial production.

Innovation Solution

Benzene and cyclohexene or cyclohexanol are brought into contact with a specified solid acid catalyst, such as a silica-alumina or MTW-type zeolite catalyst, under specific conditions to perform an alkylation reaction, optimizing the production of cyclohexylbenzene.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional methods (hydrogenation/dimerization of benzenes or partial hydrogenation of biphenyls) are used, then cyclohexylbenzene can be produced, but the conversion of raw material and selectivity/purity are insufficient

Engineering Contradiction:
Improveselectivity and purity of cyclohexylbenzeneVSAvoidconversion of raw material
Core Design Contradiction:
Manufacturing precisionVSQuantity of substance

Solution Approach 1:

The patent changes the reaction parameters by using different catalysts (solid acid catalysts like zeolites or ion-exchange resins instead of conventional hydrogenation catalysts), operating temperature (60-150°C), and pressure conditions to achieve both high conversion and high selectivity simultaneously

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces a solid acid catalyst as an intermediary substance that facilitates the alkylation reaction between benzene and cyclohexene/cyclohexanol, enabling high conversion and selectivity through its catalytic action without being consumed in the reaction

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If Patent Literature 1 method (reacting benzene with cyclohexene) is used, then cyclohexylbenzene is produced, but a large amount of by-products are generated requiring additional transalkylation steps

Engineering Contradiction:
Improveproduction efficiency of cyclohexylbenzeneVSAvoidcomplexity of production steps and facilities
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent extracts or eliminates the by-product formation problem by using a selective solid acid catalyst that directs the reaction primarily toward cyclohexylbenzene formation, avoiding the poly-cyclohexylbenzene by-products that would require additional transalkylation steps

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the reaction conditions including using solid acid catalysts with specific properties, controlling temperature (60-150°C) and pressure to optimize selectivity toward cyclohexylbenzene and minimize by-product formation, thereby simplifying the overall process

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If conventional production methods are used, then cyclohexylbenzene can be produced, but the process lacks efficiency in raw material conversion and requires complex additional steps

Engineering Contradiction:
Improvesimplicity of production processVSAvoidindustrial production efficiency
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent merges the advantages of high conversion and high selectivity into a single alkylation process using solid acid catalysts, eliminating the need for separate hydrogenation and dimerization steps or additional transalkylation steps for by-product utilization

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The solid acid catalyst acts as an intermediary that enables both high conversion and high selectivity in a single step, simplifying the manufacturing process while maintaining industrial production efficiency

Inventive Principle:
Principle #24Intermediary (Mediator)

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 selectivity and purity of cyclohexylbenzene, reducing by-product generation and simplifying the production process, thereby enhancing industrial efficiency.

Implementation Method 1

bringing a raw material containing benzene and cyclohexene or cyclohexanol into contact with a solid acid catalyst to thereby perform alkylation reaction

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS20230357103A1Cyclohexylbenzene production method and cyclohexylbenzene composition using same
Publication Date: 2023.11.09 ENEOS CORP
  • US20230357103A1 patent drawing
  • US20230357103A1 patent drawing

AI summary

To provide a method for producing cyclohexylbenzene, which is capable of obtaining cyclohexylbenzene at a high selectivity, and a cyclohexylbenzene composition obtained with the method. A method for producing cyclohexylbenzene, comprising a step of bringing a raw material containing benzene and cyclohexene or cyclohexanol into contact with a solid acid catalyst to thereby perform alkylation reaction, wherein the solid acid catalyst is a silica-alumina catalyst or an MTW-type zeolite catalyst.