Aromatic Carbonate Synthesis via Aliphatic Intermediate

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Solution Overview

Problem

Current methods for preparing aromatic carbonates using carbon dioxide as a carbonyl source face challenges such as generation of by-products, inclusion of impurities, use of expensive catalysts, and complex processes, while also requiring regeneration of organometallic compounds for recycling.

Innovation Solution

A method involving the reaction of an organometallic compound with carbon dioxide to form an aliphatic carbonate, which is then reacted with an aromatic alcohol to produce an aromatic carbonate, utilizing organometallic compounds with a metal-oxygen-carbon bond, such as tetra-n-butoxy titanium or dibutyltin butoxide, under controlled temperature and pressure conditions to achieve high yield without the need for additional catalysts or separation processes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If carbon dioxide is used as a carbonyl source to prepare aromatic carbonate, then environmental friendliness and safety are improved, but by-products are generated and manufacturing precision deteriorates

Engineering Contradiction:
Improvetoxicity and safetyVSAvoidproduct purity
Core Design Contradiction:
Object-affected harmful factorsVSManufacturing precision

Solution Approach 1:

The patent extracts and removes by-products (aliphatic alcohol and unreacted carbon dioxide) from the reaction system through distillation and phase separation, achieving high product purity while maintaining the use of safe carbon dioxide as carbonyl source

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent optimizes reaction parameters including temperature (60-150°C), pressure (1-30 atm), and molar ratios to maximize aromatic carbonate yield and minimize by-product formation, achieving both safety and manufacturing precision

Inventive Principle:
Principle #35Parameter changes

2Productivity

If expensive catalysts are used to improve reaction efficiency, then productivity is improved, but manufacturing cost increases

Engineering Contradiction:
Improvereaction efficiencyVSAvoidmanufacturing cost
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent employs inexpensive catalysts such as metal phenoxides that can be easily prepared and disposed of, replacing expensive traditional catalysts while maintaining acceptable reaction efficiency and reducing overall manufacturing cost

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent optimizes catalyst loading amounts and reaction conditions to achieve high conversion rates with minimal catalyst usage, improving productivity without requiring expensive catalytic systems

Inventive Principle:
Principle #35Parameter changes

3Productivity

If complex pretreatment processes are applied to prepare metal phenoxide catalysts, then catalyst activity is improved, but device complexity and operation difficulty increase

Engineering Contradiction:
Improvecatalyst activityVSAvoidprocess simplicity
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent utilizes the aromatic alcohol reactant itself to generate the metal phenoxide catalyst in situ through a simple mixing process, eliminating the need for complex external pretreatment steps while maintaining catalyst activity

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The patent combines the catalyst preparation and main reaction steps into a single integrated process, where metal phenoxide is generated in situ from metal salt and aromatic alcohol, simplifying the overall操作流程

Inventive Principle:
Principle #5Merging (Combining)

4Productivity

If organometallic compounds are used and require regeneration for recycling, then catalyst reusability is improved, but process complexity and time consumption increase

Engineering Contradiction:
Improvecatalyst reusabilityVSAvoidregeneration time
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent accepts single-use or limited-use catalysts that do not require regeneration, simplifying the process by eliminating regeneration steps while maintaining economic viability through low catalyst cost and high reaction efficiency

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 enables the economic preparation of aromatic carbonates in high yield using carbon dioxide as a carbonyl source, simplifying the process and avoiding the costs associated with expensive catalysts and complex regeneration steps, while maintaining high efficiency and selectivity.

Implementation Method 1

preparing a reaction mixture containing an aliphatic carbonate by reacting an organometallic compound with carbon dioxide

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

preparing an aromatic carbonate by reacting the reaction mixture with an aromatic alcohol

Methodology Applied
Scientific EffectTransesterification: Chemical Bonding

Data Source

PatentUS9765013B2Method for preparing aromatic carbonate
Publication Date: 2017.09.19 LOTTE ADVANCED MATERIALS CO LTD
  • US9765013B2 patent drawing
  • US9765013B2 patent drawing
  • US9765013B2 patent drawing

AI summary

A method for preparing an aromatic carbonate, of the present invention, comprises the steps of: (A) preparing a reaction mixture containing an aliphatic carbonate by reacting an organometallic compound and carbon dioxide; and (B) preparing an aromatic carbonate by reacting the reaction mixture and an aromatic alcohol. The method for preparing an aromatic carbonate allows an aromatic carbonate to be economically prepared in a high yield by using carbon dioxide as a carbonyl supply source.