Episulfide Synthesis via Polyhydric Hydroxyl Mediators

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Solution Overview

Problem

Current methods for producing episulfide compounds face challenges such as low yield, long reaction times, high production costs, and environmental concerns due to the use of expensive and hard-to-find catalysts or thiating agents, as well as inefficiencies in existing solvent systems.

Innovation Solution

A method involving the reaction of epoxy groups with a thiating agent in the presence of a polyhydric hydroxyl compound with specific hydroxyl value and carbon atom ranges, which shortens reaction time, increases yield, and reduces environmental impact while maintaining economic efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional thiating agents or metal catalysts are used, then the reaction can proceed, but the production cost increases and environmental load increases

Engineering Contradiction:
Improveproduction costVSAvoidenvironmental load
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent replaces expensive and environmentally problematic metal catalysts with inexpensive, readily available polyhydric hydroxyl compounds that can be easily disposed of or regenerated, eliminating the need for costly precious metal catalysts and their associated disposal costs

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

Solution Approach 2:

The patent changes the chemical parameters of the reaction system by using polyhydric hydroxyl compounds with specific hydroxyl values (300-3000 mg/g) and specific carbon atom ranges (3-20), optimizing the reaction conditions to achieve high yields without requiring expensive catalysts

Inventive Principle:
Principle #35Parameter changes

2Productivity

If conventional methods are used, then episulfide compounds can be produced, but the reaction time is long and productivity is low

Engineering Contradiction:
Improvereaction timeVSAvoidyield
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent optimizes reaction parameters by controlling the hydroxyl value (300-3000 mg/g) and carbon atom count (3-20) of the polyhydric hydroxyl compound, which accelerates the thiating reaction rate while maintaining high yields through precise parameter control

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The polyhydric hydroxyl compound acts as a mediator that facilitates the reaction between epoxy compounds and thiating agents, enabling faster reaction rates without requiring expensive metal catalysts, thus improving productivity while maintaining ease of manufacture

Inventive Principle:
Principle #24Intermediary (Mediator)

3Productivity

If expensive specialized catalysts are used, then reaction efficiency may improve, but the manufacturing complexity and cost increase

Engineering Contradiction:
Improvereaction efficiencyVSAvoidmanufacturing complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent replaces complex, expensive, specialized catalysts with simple, inexpensive polyhydric hydroxyl compounds that are readily available and require no special handling or disposal procedures, reducing manufacturing complexity while maintaining reaction efficiency

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

Solution Approach 2:

The polyhydric hydroxyl compounds naturally facilitate the thiating reaction through their inherent chemical properties without requiring additional activation or complex preparation steps, making the process simpler and more straightforward to manufacture

Inventive Principle:
Principle #25Self-service

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 a high yield of episulfide compounds in a shorter reaction time with improved economic efficiency and reduced environmental load, using readily available and cost-effective polyhydric hydroxyl compounds and thiating agents like thiocyanates and thioureas.

Implementation Method 1

a method for producing an episulfide compound, which includes a process of thiating epoxy groups of (B) an epoxy compound through a reaction with (C) a thiating agent in the presence of (A) a polyhydric hydroxyl compound

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS9359324B2Process for preparing episulfide compounds
Publication Date: 2016.06.07 ASAHI KASEI CHEM CORP

AI summary

Provided is a method for producing an episulfide compound, the method including a step of thiating epoxy groups of (B) an epoxy compound by a reaction with (C) a thiating agent in the presence of (A) a polyhydric hydroxyl compound having two or more hydroxyl groups.